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协同手性亚胺离子与钯催化:2-乙烯基环丙烷与烯醛的高度区域和对映选择性[3 + 2]环化反应。

Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals.

作者信息

Zhu Haipan, Du Peile, Li Jianjun, Liao Ziyang, Liu Guohua, Li Hao, Wang Wei

机构信息

State Key Laboratory of Bioengineering Reactor, Shanghai Key Laboratory of New Drug Design and School of Pharmacy, East China University of Science and Technology, 130 Mei-long Road, Shanghai 200237, China; Department of Chemistry, Shanghai Normal University, Shanghai 200234, China.

Department of Chemistry, Shanghai Normal University, Shanghai 200234, China.

出版信息

Beilstein J Org Chem. 2016 Jun 29;12:1340-7. doi: 10.3762/bjoc.12.127. eCollection 2016.

Abstract

A cooperative catalytic strategy of chiral iminium catalysis by regioselective activation of the C=C bond in enals and a transition metal promoting to open the 2-vinylcyclopropanes for highly regio- and enantioselective [3 + 2] cycloaddition reaction of 2-vinylcyclopropanes with α,β-unsaturated aldehydes has been developed.

摘要

已开发出一种协同催化策略,即通过对烯醛中碳碳双键进行区域选择性活化实现手性亚胺催化,以及利用过渡金属促进2-乙烯基环丙烷开环,从而实现2-乙烯基环丙烷与α,β-不饱和醛的高度区域和对映选择性[3 + 2]环加成反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb5d/4979765/3bb0541b2e16/Beilstein_J_Org_Chem-12-1340-g002.jpg

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