Synthesis, Property and Application of 5-Alkoxy-2,5-dihydrofu-ran-2-ones

Adv search

Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (03): 239-253. Next Articles

Review

γ-烷氧基-2(5H)-呋喃酮的合成、反应性及在合成中的应用

黄海波¹，齐传民*^,1，田作林²

(¹北京师范大学化学系北京 100875)
(²长春理工大学材料与工程学院长春 130022)

收稿日期:2003-12-23 修回日期:2004-07-01 发布日期:2005-02-28
通讯作者: 齐传民

Synthesis, Property and Application of 5-Alkoxy-2,5-dihydrofu-ran-2-ones

HUANG Hai-Bo¹,QI Chuan-Min*^,1,TIAN Zuo-Lin²

(¹ Department of Chemistry, Beijing Normal University, Beijing 100875)
(² School of Materials & Engineering, Changchun University of Science and Technology, Changchun 130022)

Received:2003-12-23 Revised:2004-07-01 Published:2005-02-28

Contact: QI Chuan-Min

Share

PDF
1597

Knowledge
0

Abstract

The recent advance in synthesis, property and application of a new class of auxiliary based chiral synthons, 5-alkoxy-2,5-dihydrofuran-2-ones, is reviewed. The multifunctional compounds perform a varity of asymmetric transformations, Michael addition, cycloaddition and being attack at -position, and exhibit excellent convenience in asymmetric synthesis.

Key words: 5-alkoxy-2,5-dihydrofuran-2-one, cycloaddition, asymmetric syn-thesis, Michael addition

Cite this article

HUANG Hai-Bo,QI Chuan-Min*^,1,TIAN Zuo-Lin^{2. Synthesis, Property and Application of 5-Alkoxy-2,5-dihydrofu-ran-2-ones[J]. Chin. J. Org. Chem., 2005, 25(03): 239-253.}

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

share this article

()

References

Related Articles 15

[1] Mengzhu Li, Boying Meng, Wenjie Lan, Bin Fu. Synthesis of 2,3-Disubstituted Dihydrobenzofurans from o-Quinone Methides and Sulfur Ylides [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 195-203.

[2] Huakun Wang, Xiaolong Ren, Yining Xuan. Study of the Halide Salt Catalyzed [3＋2] Cycloaddition of α,β-Epoxy Carboxylate with Isocyanate [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 251-258.

[3] Hu Ma, Danfeng Huang, Kehu Wang, Duoduo Tang, Yang Feng, Yuanyuan Reng, Junjiao Wang, Yulai Hu. Synthesis of 3-Trifluoromethylpyrazole Derivatives [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3257-3267.

[4] Zuliang Chen, Yingjing Wei, Junliang Zhang. Recent Advances in Cycloaddition Reactions of Donor-Acceptor Aziridines via Carbon-Carbon Bond Cleavage [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3078-3088.

[5] Yi Wang, Jian Zhang, Yangzi Liu, Xiaoyan Luo, Weiping Deng. Palladium-Catalyzed Asymmetric [3＋4] Cycloadditions for the Construction of Cyclohepta[b]indoles [J]. Chinese Journal of Organic Chemistry, 2023, 43(8): 2864-2877.

[6] Deliang Kong, Wen Dai, Yiling Zhao, Yilin Chen, Hongping Zhu. Study on Oxidative Cycloaddition Reactions of Amidinatoboryl-aminosilylenes toward Ketone and Diketone Molecules [J]. Chinese Journal of Organic Chemistry, 2023, 43(5): 1843-1851.

[7] Fang Wei, Xin Yu, Qiang Xiao. Advances in C—N₃ Retention Reactions Involving Organic Azides [J]. Chinese Journal of Organic Chemistry, 2023, 43(4): 1365-1385.

[8] Chunbo Dai, Siqi Xia, Xiaoyu Chen, Limin Yang. N-Heterocyclic Carbene (NHC)-Catalyzed [4+3] Cycloaddition to Synthesize 4-Aminobenzoheptenolactons [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1084-1090.

[9] Haiqing Wang, Shuang Yang, Yuchen Zhang, Feng Shi. Advances in Catalytic Asymmetric Reactions Involving o-Hydroxybenzyl Alcohols [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 974-999.

[10] Yueling Liu, Xinxin Zhong, Ganbing Zhang. Density Functional Theory Study for Exploring the Mechanisms of the [3＋2] Cycloaddition Reactions between 1-R-3-Phenylpropylidenecyclopropane (R=Me/H) and Furfural Catalyzed by Pd(0) [J]. Chinese Journal of Organic Chemistry, 2023, 43(2): 660-667.

[11] Junxiu Liang, Yazhou Liu, Amu Wang, Yanchao Wu, Xiaofeng Ma, Huijing Li. Dearomatization of Halonaphthols via an Intermolecular [4＋1] Spiroannulation with in situ Formed Aza-ortho-quinone Methides [J]. Chinese Journal of Organic Chemistry, 2023, 43(11): 3888-3899.

[12] Weilu Zhang, Shaowei Chen, Xiao Shen. Nickel-Catalyzed [4＋2] Cyclization of Benzosilacyclobutenes and Acylsilanes [J]. Chinese Journal of Organic Chemistry, 2023, 43(10): 3635-3643.

[13] Xiaoting Qin, Ning Zou, Caimei Nong, Dongliang Mo. Recent Advances on the Synthesis of Nine-Membered N-Heterocycles [J]. Chinese Journal of Organic Chemistry, 2023, 43(1): 130-155.

[14] Changming Dong, Yi Xie, Guangxin Liang. A Feasible Route to Access the ABD Skeleton in Azadirachtin-Type Limonoids [J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2857-2866.

[15] Wenjuan Li, Rui Zhang, Zhihua Cai, Xiaoqiang Han, Lin He, Bin Dai. Constrution and Insecticidal Activities of Trifluoromethylated Benzocyclicsulfoximine Derivatives by [3+2] Cycloaddition Reaction of Beznyne [J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2832-2839.

Recommended Articles

Metrics

Viewed

Full text

Abstract

Comments

Abstract

References

Related Articles

Recommended Articles

Metrics

Comments

TOP

About

About Chinese Journal of Organic Chemistry

Editorial board

Impact factor

Indexed in

Browse

Just accepted

Current issue

Archives

Hot papers

Special issues

Most cited

Most viewed

Most downloaded

Author center

Author guide

Submit

Downloads

Stay connected

RSS

Email alert

Subscribe

Contact

Contact us

Advertisement

ISSN: 0253-2786 CN: 31-1321/06

Address: No.345 Lingling Road, Shanghai, PRC

Postcode: 200032

Tel: 021-54925244

Fax: +086-021-54925285

E-mail: yjhx@sioc.ac.cn

© 2019Shanghai Institute of Organic Chemistry 、Chinese Chemical Society

[1]	Mengzhu Li, Boying Meng, Wenjie Lan, Bin Fu. Synthesis of 2,3-Disubstituted Dihydrobenzofurans from o-Quinone Methides and Sulfur Ylides [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 195-203.
[2]	Huakun Wang, Xiaolong Ren, Yining Xuan. Study of the Halide Salt Catalyzed [3＋2] Cycloaddition of α,β-Epoxy Carboxylate with Isocyanate [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 251-258.
[3]	Hu Ma, Danfeng Huang, Kehu Wang, Duoduo Tang, Yang Feng, Yuanyuan Reng, Junjiao Wang, Yulai Hu. Synthesis of 3-Trifluoromethylpyrazole Derivatives [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3257-3267.
[4]	Zuliang Chen, Yingjing Wei, Junliang Zhang. Recent Advances in Cycloaddition Reactions of Donor-Acceptor Aziridines via Carbon-Carbon Bond Cleavage [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3078-3088.
[5]	Yi Wang, Jian Zhang, Yangzi Liu, Xiaoyan Luo, Weiping Deng. Palladium-Catalyzed Asymmetric [3＋4] Cycloadditions for the Construction of Cyclohepta[b]indoles [J]. Chinese Journal of Organic Chemistry, 2023, 43(8): 2864-2877.
[6]	Deliang Kong, Wen Dai, Yiling Zhao, Yilin Chen, Hongping Zhu. Study on Oxidative Cycloaddition Reactions of Amidinatoboryl-aminosilylenes toward Ketone and Diketone Molecules [J]. Chinese Journal of Organic Chemistry, 2023, 43(5): 1843-1851.
[7]	Fang Wei, Xin Yu, Qiang Xiao. Advances in C—N₃ Retention Reactions Involving Organic Azides [J]. Chinese Journal of Organic Chemistry, 2023, 43(4): 1365-1385.
[8]	Chunbo Dai, Siqi Xia, Xiaoyu Chen, Limin Yang. N-Heterocyclic Carbene (NHC)-Catalyzed [4+3] Cycloaddition to Synthesize 4-Aminobenzoheptenolactons [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1084-1090.
[9]	Haiqing Wang, Shuang Yang, Yuchen Zhang, Feng Shi. Advances in Catalytic Asymmetric Reactions Involving o-Hydroxybenzyl Alcohols [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 974-999.
[10]	Yueling Liu, Xinxin Zhong, Ganbing Zhang. Density Functional Theory Study for Exploring the Mechanisms of the [3＋2] Cycloaddition Reactions between 1-R-3-Phenylpropylidenecyclopropane (R=Me/H) and Furfural Catalyzed by Pd(0) [J]. Chinese Journal of Organic Chemistry, 2023, 43(2): 660-667.
[11]	Junxiu Liang, Yazhou Liu, Amu Wang, Yanchao Wu, Xiaofeng Ma, Huijing Li. Dearomatization of Halonaphthols via an Intermolecular [4＋1] Spiroannulation with in situ Formed Aza-ortho-quinone Methides [J]. Chinese Journal of Organic Chemistry, 2023, 43(11): 3888-3899.
[12]	Weilu Zhang, Shaowei Chen, Xiao Shen. Nickel-Catalyzed [4＋2] Cyclization of Benzosilacyclobutenes and Acylsilanes [J]. Chinese Journal of Organic Chemistry, 2023, 43(10): 3635-3643.
[13]	Xiaoting Qin, Ning Zou, Caimei Nong, Dongliang Mo. Recent Advances on the Synthesis of Nine-Membered N-Heterocycles [J]. Chinese Journal of Organic Chemistry, 2023, 43(1): 130-155.
[14]	Changming Dong, Yi Xie, Guangxin Liang. A Feasible Route to Access the ABD Skeleton in Azadirachtin-Type Limonoids [J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2857-2866.
[15]	Wenjuan Li, Rui Zhang, Zhihua Cai, Xiaoqiang Han, Lin He, Bin Dai. Constrution and Insecticidal Activities of Trifluoromethylated Benzocyclicsulfoximine Derivatives by [3+2] Cycloaddition Reaction of Beznyne [J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2832-2839.