Scope and Limitations of Optical Pure Hydantoins as Chiral Auxiliaries in Asymmetric Mannich Reactions

doi:10.1007/s40242-016-5273-9

高等学校化学研究 ›› 2016, Vol. 32 ›› Issue (2): 219-225.doi: 10.1007/s40242-016-5273-9

Scope and Limitations of Optical Pure Hydantoins as Chiral Auxiliaries in Asymmetric Mannich Reactions

CHEN Feng, LU Cuifen, NIE Junqi, CHEN Zuxing, YANG Guichun

Hubei Collaborative Innovation Center for Advanced Organochemical Materials & Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University, Wuhan 430062, P. R. China

收稿日期:2015-07-17 修回日期:2015-11-06 出版日期:2016-04-01 发布日期:2015-12-14
通讯作者: YANG Guichun E-mail:yangguichun@hubu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China(No.21342002).

Scope and Limitations of Optical Pure Hydantoins as Chiral Auxiliaries in Asymmetric Mannich Reactions

CHEN Feng, LU Cuifen, NIE Junqi, CHEN Zuxing, YANG Guichun

Hubei Collaborative Innovation Center for Advanced Organochemical Materials & Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University, Wuhan 430062, P. R. China

Received:2015-07-17 Revised:2015-11-06 Online:2016-04-01 Published:2015-12-14
Contact: YANG Guichun E-mail:yangguichun@hubu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.21342002).

摘要/Abstract

摘要：

The Mannich reaction of various 5-substituted and N-acyl substituted chiral hydantoins with a series of aldimines smoothly occurred with full stereochemical control. These Mannich adducts have been cleaved by alcoholysis to afford several synthetically useful chiral building blocks like β-amino esters and β-lactams in good yields and in enantiopure form.

关键词: Scope, Limitation, Hydantoin, Chiral auxiliary, Mannich reaction

Abstract:

Key words: Scope, Limitation, Hydantoin, Chiral auxiliary, Mannich reaction

CHEN Feng, LU Cuifen, NIE Junqi, CHEN Zuxing, YANG Guichun. Scope and Limitations of Optical Pure Hydantoins as Chiral Auxiliaries in Asymmetric Mannich Reactions[J]. 高等学校化学研究, 2016, 32(2): 219-225.

CHEN Feng, LU Cuifen, NIE Junqi, CHEN Zuxing, YANG Guichun. Scope and Limitations of Optical Pure Hydantoins as Chiral Auxiliaries in Asymmetric Mannich Reactions[J]. Chemical Research in Chinese Universities, 2016, 32(2): 219-225.

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Scope and Limitations of Optical Pure Hydantoins as Chiral Auxiliaries in Asymmetric Mannich Reactions

Scope and Limitations of Optical Pure Hydantoins as Chiral Auxiliaries in Asymmetric Mannich Reactions

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