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Archive By Volume
Chinese Journal of Organic Chemistry 1990 Vol.10
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Original Articles
Synthesis of fluorinated carbohydrates
MA LINGTAI;DONG LINGJIAO
Chin. J. Org. Chem. 1990, 10 (1): 1-7.
Published: 25 February 1990
Abstract
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2180
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952
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A review with 26 refs. on the synthesis of fluorinated carbohydrates by selective fluorination.
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Original Articles
Applications of alkenylalanes in organic synthesis
LI CHAOJUN;LI JISHENG
Chin. J. Org. Chem. 1990, 10 (1): 7-14.
Published: 25 February 1990
Abstract
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1795
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508
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A review with 38 refs. on the application of alkenyl(dialkyl)alanes in organic synthesis.
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Original Articles
The synthesis of fenestranes
RONG GUOBIN
Chin. J. Org. Chem. 1990, 10 (1): 15-25.
Published: 25 February 1990
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1692
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754
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A review with 28 refs.
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Original Articles
Syntheses and properties of bisphenol A type poly-crown ethers
LU GUOYUAN;JIANG QIN;HAN ZONGREN;TANG BIN;ZHANG WENBIN;WANG DE;HU HONGWEN
Chin. J. Org. Chem. 1990, 10 (1): 26-30.
Published: 25 February 1990
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2168
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662
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Four new title compounds were prepared by the condensation of 3,5,3'-tetra(hydroxymethyl)bisphenol A with benzo-12-crown-4, benzo-15-crown-5, benzo-18-crown-6 and dibenzo-18-crown-6, resp. Their complexation properties for alkali metals and phase transfer catalytic properties were investigated.
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Original Articles
Synthesis f 3,8-dihydroxy-2-ethoxymethyl-1-methoxyanthraquinone
YU JURONG;CAI JUNCHAO;GAO YISHENG
Chin. J. Org. Chem. 1990, 10 (1): 30-36.
Published: 25 February 1990
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2048
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The title compound I and derivatives were prepared from 4-acetoxy-3-bromophthalide and dimethoxytoluene in 9 steps. I showed antitumor activity against leukemia P388 cell in vitro. The inhibitory rates were 85.7%, 58.7%, and 42.9% at 100, 10 and 1 mg/mL, resp.
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Original Articles
Osmium tetroxide oxidation of cyclic allylic alcohols
LIU ZHIYU;XU YIBIN;WU ZEMIN;LU LIHUANG;YANG JIYING
Chin. J. Org. Chem. 1990, 10 (1): 38-40.
Published: 25 February 1990
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2713
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Oxidation of cyclic allylic alcs. with osmium tetroxide was described. E.g., stirring alcohol I (Z = H, OH) with osmium tetroxide, and N-methylmorpholine N-oxide in pyridine at room temperature for 3 days gave 91% ketone I (Z = O).
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Original Articles
Isolation and chemical structures of steroidal alkaloids from pachysandra axillaris franch
QIU MINGPING;NIE RUILIN;LI ZHONGRONG;ZHOU JUN
Chin. J. Org. Chem. 1990, 10 (1): 41-43.
Published: 25 February 1990
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2291
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Steroidal alkaloids from P. axillaris collected in Yunnan, China are reported. By means of systematic isolation, 22 steroidal alkaloids were isolated in crystalline form from the 95% EtOH exts. of P. axillaris. The basic characteristics of these compounds are tabulated. Their chem. structures were elucidated by spectral and chem. means. All the compounds belong to steroidal alkaloids of pregnane type, 17 of which, i.e., iso-spiropachysine, spiropachysine B, pachyaximineS A-B, axillarines A-F, pachysamines G-H, pachysanaximine A, axillaridine A, pachyaxiosides A-B, and epi-pachysamine B, are natural products reported for the 1st time.
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Original Articles
Sex pheromone of the sugarcane striped borer-identification of three components
REN DEMING;YAN YUNHUA;KONG FANLEI;LI WEI;YU SHENGDI;LI JIAOLIANG;ZENG WANQIU
Chin. J. Org. Chem. 1990, 10 (1): 47-49.
Published: 25 February 1990
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2236
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By TLC, gas chromatog. (GC), micro-ozonolysis, and GC-mass spectrometry, (Z)-11-hexadecenyl acetate, (Z)-13-octadecenyl acetate, and (Z)-13-octadecenol were isolated and identified as the sex pheromone components of the sugarcane striped borer Chilo venosatus from the pheromone gland extract of virgin females. A 8:7:42 mixture of the above 3 resp. components showed potent male attracting activity on field tests.
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Original Articles
Synthesis of water soluble quaternary ammonium pyridine prophyrins and their metal complexes
WU XUANJIE;ZHOU XIANG;CHEN PENGPING
Chin. J. Org. Chem. 1990, 10 (1): 50-54.
Published: 25 February 1990
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2226
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I (R = CH2CN, CH2CH2CN, CH2CO2Et, CH2CO2Me, CHMeCO2Et) were prepared from tetrakis(4-pyridyl)porphyrin and XR (X = Cl or Br). CoL(ClO4)4(OAc) (H2L = I) and MLX4 (M = Cu, Ni, Zn; X = ClO4, Br, Cl) were prepared and characterized by IR, NMR and ESR (Cu complexes) spectra.
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Original Articles
Solvent effects on the visible spectra of 1-(N-methyl-4-pyridino)-3-(N-methyl-4-pyridylene)-4-alkyl-5-oxocyclopent-1-ene cyanines
FAN WEIQIANG;TAO WEIGUO
Chin. J. Org. Chem. 1990, 10 (1): 54-58.
Published: 25 February 1990
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The visible absorption max. (lmax) of the title compounds (I, Ph) and (II, Me) in 27 organic solvents were measured. Both I and II showed neg. solvatochromism and remarkable sensitivity to the polarity of solvent. A fairly good correlation between lmax and the solvent polarity scale (Z) and ET(30) values was established. The electron transfer energy ET(1) and ET(2), calculated from the lmax value in different solvents, showed good parallel relationship with Z and ET(30). Thus ET(1) and ET(2) could be used as a new solvent polarity scale.
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Original Articles
Synthesis of polysubstituted pyrrolyl fatty acid
LI BAO;ZHANG ZHENLI;LI LIANZHONG;ZHANG XIAOUMEI;ZHAO CHENGZHI
Chin. J. Org. Chem. 1990, 10 (1): 58-61.
Published: 25 February 1990
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1865
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Eight title acids were prepared from 1-(p-chlorophenyl)-3-acetyl-1,4-pentanedione and amino acids.
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Original Articles
Studies on the 2-aryl-5-(5-phyenyl-2 H-tetrazole-2-methylene-1,3,4-oxadiazoles derivatives
FENG XIAOMING;ZHANG ZIYI;MENG QIANXIANG;ZHENG GUOYU
Chin. J. Org. Chem. 1990, 10 (1): 62-66.
Published: 25 February 1990
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2154
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605
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Cyclization of N-(5-phenyl-2-H-tetrazole-2-acetyl)-N-aroylhydrazine (I, Ar = 1-naphthyl, 4-NO2C6H4, 3-NO2C6H4, and 2-ClC6H4) catalyzed by POCl3 gave the title compounds as bactericides.
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Original Articles
Cyclizations of 2,6-disubstituted acetophenone phenylhydrazones in the presence of polyphosphoric acid
ZHANG ZHENG;QIU YUZHU;HANG CHAO;HU HONGWEN
Chin. J. Org. Chem. 1990, 10 (1): 66-70.
Published: 25 February 1990
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2787
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The title reaction gave arylindoles and indazoles.
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Original Articles
Synthesis of 2-hydroxy-4-(1'-methylheptyoxyl)benzalkanone oximes
XIANG CAILI;HU WEN XIANG;YUAN CHENGYE
Chin. J. Org. Chem. 1990, 10 (1): 70-73.
Published: 25 February 1990
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1845
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A series of title compounds I (R = Pr, Bu, heptyl) was synthesized for structure-reactivity studies as ligands in metal extration
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Original Articles
ESR study on the reaction system of carbon tetrahalide with strong bases
CHEN SHIMING;GE MINGTAO;GAO SHIQIN;XU LINXIAO;TAO FENGGANG
Chin. J. Org. Chem. 1990, 10 (1): 74-77.
Published: 25 February 1990
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2208
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The spin trapping technique showed that the trihalomethyl radical was formed in the title reaction systems. A single electron transfer mechanism was suggested.
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Cited: Baidu(
7
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Original Articles
Studies on the synthesis and catalytic activity of macroporus polystyrene-supported PEG
KANG RUHONG;LI WEI;SHAN YING
Chin. J. Org. Chem. 1990, 10 (1): 78-82.
Published: 25 February 1990
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2030
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Six macroporous polystyrene-supported PEG catalysts were prepared These catalysts have higher catalytic activity than microporous polystyrene-supported catalysts in nucleophilic substitution reactions. The activity of the catalysts was highly affected by the degree of crosslinking of the polystyrene resin, the chain length of PEG supported on polystyrene resin, the dielec. constant of the solvents and the times of recycling of the catalysts.
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Cited: Baidu(
4
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Original Articles
Uncatalyzed oscillation in the 2,7-diaminonaphthalene-KBrO~3-H~2SO~4 system
LI HEXIN;FU CHUJIN
Chin. J. Org. Chem. 1990, 10 (1): 82-86.
Published: 25 February 1990
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1901
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603
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A new uncatalyzed Belousov-Zhabotinskii oscillating reaction in the title system was described. The factors affecting the oscillations were investigated. The mechanism involves the displacement of the metal ion by the amine radical. The effects of the concns. of the reactants on the oscillations have been explained based on the mechanism.
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Original Articles
Esterification catalyzed by stannous oxide
CHEN MAO;YANG MAOLI;ZHANG FUQIANG;LI BAOSHENG
Chin. J. Org. Chem. 1990, 10 (1): 86-89.
Published: 25 February 1990
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2628
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Esters were prepared from esterification of butanol and pentanol with acetic acid, sebacic acid, citric acid, benzoic acid, salicylic acid and phthalic anhydride in the presence of SnO. The mechanism of the catalytic esterification by SnO was suggested and the advantage was discussed.
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Original Articles
progress in the approaches to the synthesis of gibberellin
PAN XINFU;ZHAO HE
Chin. J. Org. Chem. 1990, 10 (2): 97-105.
Published: 25 April 1990
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2211
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A review with 15 refs. on the total and partial synthesis of gibberellins.a
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Original Articles
Application of photo-[2+2] cycloaddition in organic synthesis
WU BIQI;WU GUOSHENG
Chin. J. Org. Chem. 1990, 10 (2): 106-116.
Published: 25 April 1990
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2034
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With special emphasis on synthetic applications, the light-induced intra- or intermol. [2 + 2] cycloaddn. of the double bond of alkenes, dienes or enones or alkenes are reviewed with 56 refs.t
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Original Articles
A study on the synthesis and bioassay of sorbic acid
LI ZHENGMING;WANG TIANSHENG;ZHANG ZUXIN;ZHANG DIANKUN;ME ENYUN;GAO ZHENHENG
Chin. J. Org. Chem. 1990, 10 (2): 117-125.
Published: 25 April 1990
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2092
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All theor. possible isomers of 2,4-hexadienoic acid (sorbic acid) and their Et esters were synthesized stereoselectively with crotonaldehyde and propargyl alcohol The 2Z,4E and 2Z,4Z isomers showed better bioassay results than the com. available 2E,4E isomer.
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Original Articles
The formation and structures of the methanol-adducts of phycoerythrobilin dimethylester
YI GUOLIANG;JIANG LIJIN;MA JINSHI
Chin. J. Org. Chem. 1990, 10 (2): 126-128.
Published: 25 April 1990
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2085
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714
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Methanolysis followed by esterification of phycobiliproteins of Porphyra yezoensis and Polysiphonia urceolata produced the Z- and E- isomers of 18'-hydro-18'-methoxy-phycoerythrobilin (I). Four other isomers of I were also detected by TLC.
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Original Articles
Indirect electrooxidation of 11α-hydroxy-16,17α-epoxy-progestron
CHEN QIRUI;PANG KAI
Chin. J. Org. Chem. 1990, 10 (2): 129-134.
Published: 25 April 1990
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1915
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Experimental results are described for the mediated electrooxidn. of 11a-hydroxy-16,17a-epoxyprogesterone to form 11-keto-16,17a-epoxyprogesterone. The organic substrate is chem. oxidized by Cr(VI) in a CH2Cl2/H2O (4 mol/L H2SO4) system at 24-26? the presence of a phase transfer agent (Bu4NHSO4) greatly accelerates the reaction. Spent solns. of Cr can be regenerated at a Pt anode in 4 mol/L H2SO4 media with Ag+ as a catalyst. The current efficiency was >70%, and the chem. yield was >95%. The mediated system may be recycled. A probable mechanism for this reaction is suggested.
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Original Articles
Isolation and structure elucidation of the chemical constituents of south china sea sponge phakellia sp
WU HOUMING;LUO QIUPING;LIU ZHUJIN
Chin. J. Org. Chem. 1990, 10 (2): 135-138.
Published: 25 April 1990
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2195
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577
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The chem. constituents of South China Sea sponge Phakelli sp. were studied by means of chromatog. and spectroscopy. From the sponge, trigonelline, taurine, a yellow compound, hymenialdisine, and 3 3b-hydroxy-methyl-A-nor-5-steranes were identified.
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Original Articles
Asymmetric reduction by Na2S2O4 of ketones in the presence of β -cyclodextrin
HUANG WANJU;ZHANG DAODAO;WEN SHIYING;XU LIANGHENG
Chin. J. Org. Chem. 1990, 10 (2): 139-141.
Published: 25 April 1990
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2157
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896
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The aromatic and aliphatic ketones were reduced to give chiral carbinols.
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Original Articles
^1^5N isotope shifted IR spectra and structure study of arylhydroxyoximes and their transition metal complexes
NIE CHONGSHI;CHEN YAOHUAN;ZHOU CHENGMING;ZENG MINGYING;SHENG HUAIYU
Chin. J. Org. Chem. 1990, 10 (2): 141-148.
Published: 25 April 1990
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2188
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851
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The IR spectra (75-4000) cm-1) of 5 arylhydroxyoximes and their transition metal complexes as well as their corresponding 1kN isotope analogs were measured. According to the 15N isotope shifted bands, the characteristic nC:N and n:N-O frequencies of the oximes and their metal complexes are assigned to a medium strong band in 1640~1610 cm-1 region and near 1000 cm-1 resp. In low frequency region, a weak band showing small 1kN isotope shift in 380~330 cm-1 is assigned to metal-ligand M-N, coordination bond stretching mode absorption for the complexes. Using 63Cu and 65Cu isotope shifts, a medium strong band in 270~220 cm-1 region was tentatively assigned to nM-O mode absorption. For HAP coordinated with different metals, the nOH and n-N-O frequencies of the complexes increase and slightly decrease resp. according to the sequence: Fe2+, Co2+, Cu2+, Ni2+. The sequence is in consistent with the radius of the metal ions and the reported relative mol. ion peak heights of their electroionization mass spectra.
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Original Articles
Synthesis and structure of dinuclear cobalt complexes (RC2R'Co~2(CO)~6~-~n[P(OEt)~3]~n
MENG QINGJIN;SUN SHOUHENG;YOU XIAOZENG
Chin. J. Org. Chem. 1990, 10 (2): 146-158.
Published: 25 April 1990
Abstract
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1915
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788
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Original Articles
Acylative cleavage of ethers catalyzed by nickel chloride
DING XIN;LIU GUOBIN
Chin. J. Org. Chem. 1990, 10 (2): 149-152.
Published: 25 April 1990
Abstract
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1980
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548
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A wide variety of ethers are cleaved with acetyl chloride or acetic anhydride in the presence of nickel chloride as catalyst, giving the corresponding esters in moderate to good yields. E.g., stirring Bu2O with AcCl and NiCl2 at room temperature for 3.5 h gave 74% BuOAc.
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Original Articles
Synthesis of two squarylium compounds of bis-crown ethers
CHEN YIZHAO;XIE MINGGUI;WU DEXIAN;JIANG NING;RAO XIAOBO;ZHANG JIANGUO;HONG ZHOU
Chin. J. Org. Chem. 1990, 10 (2): 152-155.
Published: 25 April 1990
Abstract
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1971
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464
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The synthesis of novel biscrown ethers of squarylium compounds, N,N-1,3-bis(4-aminobenzo-15-crown-5)cyclobutendiylium-2,4-diolate and N,N-1,3-bis(benzoaza-15-crown-5)cyclobutendiylium-2,4-diolate are described. The latter is elucidated by four circle x-ray diffraction on the single crystal method.
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Original Articles
Studies on reactions of lateral metallation and alkylation of picolines
ZHOU DUOXIU;ZENG XIANMOU;MA ZHAOLAN;GU YIJIAN;ZHANG XIUFENG;XIAN GUILIAN;GUO CHUNXIANG
Chin. J. Org. Chem. 1990, 10 (2): 159-162.
Published: 25 April 1990
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2190
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710
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Picoline can be metalated by picoline radical anion sodium complex (CH3C5H4N-Na+) and the resulting picolysodium intermediate underwent alkylation subsequently with alkyl halide. It is a convenient method for synthesizing longer chain a-and g-alkyl pyridines from a-and g-picoline, resp.
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Original Articles
A novel reaction for vicinal hydroxyacetoxylation of alkenes
TAO FENGGANG;XU LINXIAO;HU JUN;MA SHIMING;XIE GAOYANG
Chin. J. Org. Chem. 1990, 10 (2): 163-167.
Published: 25 April 1990
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2247
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Alkenes were converted regioselectively into either the corresponding vicinal hydroxy acetates or vicinal diols in good yields by using sodium perborate-acetic anhydride as the oxidant. Sulfuric acid was used as a catalyst.
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Original Articles
Research on the syntheses of substituted pyridazinone nucleosides
ZHAO YUNQING;LIN CHENGJI;PEI WEN
Chin. J. Org. Chem. 1990, 10 (2): 168-170.
Published: 25 April 1990
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1905
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589
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Title compounds e.g., I (R = H, Br) were prepared from pyridazinones II via coupling of silyl derivatives of II with 2,3,5-tribenzoyl-1-acetyl-b-ribofuranose.
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Cited: Baidu(
2
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Original Articles
Stereochemistry of hydroboration of 2aβ3,4,6,7,8,8aβ,8bβ -octahydro--3α6,6,8bβtetramethyl-2H-naphtho[1,8-bc]furan
LIU ZHIYU;CHU HUILAN;ZHOU XIAORUI
Chin. J. Org. Chem. 1990, 10 (2): 171-174.
Published: 25 April 1990
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2003
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599
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Hydroboration of the title compound I gave two isomers in the ratio of 5.5:94.5.
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Original Articles
Etherification of 1-hydroxy-6-trifluoromethyl-1-H-benzotriazole by williamson reaction
YANG YAN;HUANG XIAOLING;XU HANSHENG;HUANG JIANHUA;JI JINGSHUN
Chin. J. Org. Chem. 1990, 10 (2): 175-178.
Published: 25 April 1990
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2284
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649
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Eight new ethers were prepared in excellent yields by treating 1-Hydroxy-6-trifluoromethyl-1-H-benzotriazole with alkyl and aryl halides.
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Original Articles
The preparation and reactions of W-fluorosulfonylfluoroalkyl grignard reagent
CHEN QINGYUN;CHEN JIANGUO
Chin. J. Org. Chem. 1990, 10 (2): 179-183.
Published: 25 April 1990
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2218
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658
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The metal-halogen exchange of w-fluorosulfonylperfluoroalkyl iodide with EtMgBr gives the corresponding perfluoroalkyl Gringard reagent. The fluorosulfonyl group is not vulnerable to the attack of EtMgBr under exchange reaction conditions. The perfluoroalkyl Grignard does not undergo cyclization during its formation and can react with various carboxylic esters to give w-fluorosulfonylperrfluoroalkyl ketones. Only 1,2-addn. products are obtained on treatment of the title reagent with a,b-unsatd. aldehydes and esters.
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Original Articles
Microdetermination of tin in organotin compounds
LIU HUIYING;YANG DAYU
Chin. J. Org. Chem. 1990, 10 (2): 191-192.
Published: 25 April 1990
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2217
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A simple and rapid method about digestion of organotin compounds is presented. A 15 mL centrifugal tube was used in a sample digestor and a mixture of acids containing perchloric acid was used for digestion. Any one of the four titrants, Pb(NO3)2, Zn(OAc)2, CuSO4 or La(NO3)3, can be used to titrate the tin content with satisfactory accuracy. The absolute error of determination is within ?.3% and the time for treating a sample is about 30 min. Fe3+ and Hg2+ ions interfere.
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Cited: Baidu(
27
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Original Articles
Allylic metal compounds in asymmetric synthesis
HONG YAPING
Chin. J. Org. Chem. 1990, 10 (3): 193-208.
Published: 25 June 1990
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1823
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1166
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The recent developments and applications of allylic metal compounds in asym. synthesis are reviewed with 46 refs., and the related mechanisms of the nucleophilic addns. to aldehydes are also described.g
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Original Articles
Topological stereochemistry
QIU WENYUAN;ZHANG LIJUAN
Chin. J. Org. Chem. 1990, 10 (3): 209-216.
Published: 25 June 1990
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1865
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711
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A review with 18 refs.e
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A facile dialkylation of α-arylsulfonylacetates under solid-liquid phase transfer conditions
LIU GUANGJIAN;ZHANG ZHENG;SUN YUPING;WANG YULIANG;CAI SONGCHUAN
Chin. J. Org. Chem. 1990, 10 (3): 217-222.
Published: 25 June 1990
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1781
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a-Arylsulfonylacetates were treated with potassium carbonate under solid-liq. phase transfer conditions to generate the corresponding carbanions and then allowed to react in situ with alkyl, allylic, and benzylic halides to give the dialkylated products in good yields. E.g., arylsulfonylacetate I (R = 4-ClC6H4CH2) was prepared in 85% yields from I (R = H) and 4-ClC6H4CH2Cl.
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Study on the thermal pyrolysis of perfluorosulfonyl fluoride resin
XU BAOPEI;SHU JINGZHI;ZHANG LINCHANG;CHEN TONGFEN;DAI XINGYI;ZHAO MEICHENG;SUN JIAOHUA
Chin. J. Org. Chem. 1990, 10 (3): 223-229.
Published: 25 June 1990
Abstract
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2014
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695
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Tetrafluoroethylene-perfluoro(3,6-dioxa-4-methyl-7-octenesulfonyl fluoride) (I) copolymer and I homopolymer were studied by pyrolysis gas chromatog.-mass spectrometry. The pyrolysis products were identified and the pyrolysis mechanism was proposed. A relation existed between the amount of several main pyrolysis products and the copolymer compounds
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