Studies on the application of elemento-organic compounds of the fifth and sixth groups in organic syntheses XXXIII: Reactions of cyanomethylenetriphenylphosphorane and arsorane with methyl perfluoro-2-alkynoates and stereoselective synthesis of methyl 3-p

Acta Chimica Sinica ›› 1987, Vol. 45 ›› Issue (1): 47-51. Previous Articles Next Articles

Original Articles

第五、六族元素的有机化合物在有机合成中应用的研究 XXXIII: 氰基亚甲基三苯基膦、胂与2-全氟炔酸甲酯的反应以及3-全氟烷基-4-氰基-3-丁烯酸甲酯的立体选择性合成

丁维钰;浦家齐;张平生

上海科学技术大学化学系

发布日期:1987-01-15

Studies on the application of elemento-organic compounds of the fifth and sixth groups in organic syntheses XXXIII: Reactions of cyanomethylenetriphenylphosphorane and arsorane with methyl perfluoro-2-alkynoates and stereoselective synthesis of methyl 3-p

DING WEIYU;PU JIAQI;ZHANG PINGSHENG

Published:1987-01-15

Abstract

Addition of Ph3As+ CH-CN with RCYCCO2Me (R = CF3, C2F5, n-C3F7) followed by hydrolysis of the adducts gave NCCH:CRCH2CO2Me (Z/E = 95/5). Similar reaction of Ph3P:CHCN with RCYCCO2Me gave adducts Ph3P:C(CO2Me)CR:CHCN and their Z/E ratio was influenced by the polarity of the solvents.

Key words: METHYLENE, CARBOXYLIC ACID ESTER, CARBOXYLIC ACID ESTER, ORGANIC COMPOUNDS, CYANO GROUP, CYANO GROUP, TRIPHENYLPHOSPHINE, TRIPHENYL GROUP, ORGANIC SYNTHESIS, STEREOSELECTIVITY

CLC Number:

O627

Cite this article

DING WEIYU;PU JIAQI;ZHANG PINGSHENG. Studies on the application of elemento-organic compounds of the fifth and sixth groups in organic syntheses XXXIII: Reactions of cyanomethylenetriphenylphosphorane and arsorane with methyl perfluoro-2-alkynoates and stereoselective synthesis of methyl 3-p[J]. Acta Chimica Sinica, 1987, 45(1): 47-51.

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第五、六族元素的有机化合物在有机合成中应用的研究 XXXIII: 氰基亚甲基三苯基膦、胂与2-全氟炔酸甲酯的反应以及3-全氟烷基-4-氰基-3-丁烯酸甲酯的立体选择性合成

Studies on the application of elemento-organic compounds of the fifth and sixth groups in organic syntheses XXXIII: Reactions of cyanomethylenetriphenylphosphorane and arsorane with methyl perfluoro-2-alkynoates and stereoselective synthesis of methyl 3-p

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