Non-cross-linked Polystyrene Supported Cyclosulfamide: A New Chiral Auxiliary for Highly Stereoselective Alkylation Reactions

doi:10.1007/s40242-014-4212-x

高等学校化学研究 ›› 2014, Vol. 30 ›› Issue (6): 1051-1056.doi: 10.1007/s40242-014-4212-x

Non-cross-linked Polystyrene Supported Cyclosulfamide: A New Chiral Auxiliary for Highly Stereoselective Alkylation Reactions

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

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

收稿日期:2014-07-09 修回日期:2014-08-08 出版日期:2014-12-01 发布日期:2014-08-13
通讯作者: LU Cuifen E-mail:lucf@hubu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China(No.21342002) and the College Students' Innovation and Entrepreneurship Training Plan of Hubei Province of China(No.201310512013).

Non-cross-linked Polystyrene Supported Cyclosulfamide: A New Chiral Auxiliary for Highly Stereoselective Alkylation Reactions

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

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

Received:2014-07-09 Revised:2014-08-08 Online:2014-12-01 Published:2014-08-13
Contact: LU Cuifen E-mail:lucf@hubu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.21342002) and the College Students' Innovation and Entrepreneurship Training Plan of Hubei Province of China(No.201310512013).

摘要/Abstract

摘要：

The asymmetric alkylation reactions induced by non-cross-linked polystyrene supported cyclosulfamide chiral auxiliary occurred in moderate to good yields with a very high stereoselectivity(e.e.>99%). Compared to non-supported cyclosulfamide chiral auxiliary, this chiral auxiliary can be recovered by simple precipitation and filtration, and could be reused at least four cycles without appreciable reduction in the yield or stereoselectivity.

关键词: Polystyrene, Cyclosulfamide, Chiral auxiliary, Alkylation reaction

Abstract:

Key words: Polystyrene, Cyclosulfamide, Chiral auxiliary, Alkylation reaction

LU Taotao, NIE Junqi, CHEN Zuxing, YANG Guichun, LU Cuifen. Non-cross-linked Polystyrene Supported Cyclosulfamide: A New Chiral Auxiliary for Highly Stereoselective Alkylation Reactions[J]. 高等学校化学研究, 2014, 30(6): 1051-1056.

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Non-cross-linked Polystyrene Supported Cyclosulfamide: A New Chiral Auxiliary for Highly Stereoselective Alkylation Reactions

Non-cross-linked Polystyrene Supported Cyclosulfamide: A New Chiral Auxiliary for Highly Stereoselective Alkylation Reactions

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