有机催化亚胺离子/卡宾反应级联反应用于构建光学活性 2,4-二取代环戊烯酮。

Organocatalytic iminium ion/carbene reaction cascade for the formation of optically active 2,4-disubstituted cyclopentenones.

机构信息

Center for Catalysis, Department of Chemistry, Aarhus University, 8000 Aarhus C, Denmark.

出版信息

Org Lett. 2011 Sep 16;13(18):4790-3. doi: 10.1021/ol2018104. Epub 2011 Aug 19.

DOI:10.1021/ol2018104

Abstract

An organocatalytic iminium ion/N-heterocyclic carbene (NHC) cascade reaction between β-keto phenyltetrazolesulfones and α,β-unsaturated aldehydes, providing direct access to optically active 2,4-disubstituted cyclopent-2-enones, has been developed. The products are isolated in good yields with high enantioselectivities.

摘要

一种β-酮芳基四唑砜和α,β-不饱和醛之间的有机催化亚胺离子/N-杂环卡宾（NHC）级联反应已被开发出来，为直接获得光学活性的 2,4-二取代环戊-2-烯酮提供了途径。这些产物以良好的产率和高对映选择性分离出来。