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不对称钴(II)催化的重氮乙酸琥珀酰亚胺酯环丙烷化反应:手性环丙基甲酰胺的通用合成方法

Asymmetric Co(II)-catalyzed cyclopropanation with succinimidyl diazoacetate: general synthesis of chiral cyclopropyl carboxamides.

作者信息

Ruppel Joshua V, Gauthier Ted J, Snyder Nicole L, Perman Jason A, Zhang X Peter

机构信息

Department of Chemistry, University of South Florida, Tampa, Florida 33620-5250, USA.

出版信息

Org Lett. 2009 Jun 4;11(11):2273-6. doi: 10.1021/ol9005882.

DOI:10.1021/ol9005882
PMID:19413344
Abstract

[Co(P1)] is an effective catalyst for asymmetric cyclopropanation with succinimidyl diazoacetate. The Co(II)-catalyzed reaction is suitable for various olefins, providing the desired cyclopropane succinimidyl esters in high yields and excellent diastereo- and enantioselectivity. The resulting enantioenriched cyclopropane succinimidyl esters can serve as convenient synthons for the general synthesis of optically active cyclopropyl carboxamides.

摘要

[Co(P1)]是一种用于与丁二酰亚胺基重氮乙酸酯进行不对称环丙烷化反应的有效催化剂。钴(II)催化的反应适用于各种烯烃,能以高收率以及出色的非对映选择性和对映选择性提供所需的环丙烷丁二酰亚胺酯。所得的对映体富集的环丙烷丁二酰亚胺酯可作为通用合成光学活性环丙基羧酰胺的便捷合成子。

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