远程电子效应调控的立体反转共轭加成反应。

Polarity-reversible conjugate addition tuned by remote electronic effects.

机构信息

Department of Chemistry, Northeast Normal University, Changchun 130024, China.

出版信息

Org Lett. 2010 Jan 15;12(2):244-7. doi: 10.1021/ol902551m.

PMID:20017500

Abstract

A new concept, polarity-reversible conjugate addition, has been described, based on the findings that the polarity of a classical Michael acceptor can be reversed through remote electronic effects. In addition, the remote electronic effects are tunable, and both five- and six-membered nitrogen rings can be constructed starting from acyclic precursors having the same enone structure unit simply by varying a remote substituent in the molecules.

摘要

一种新的概念，极性可逆共轭加成，已经被描述，基于这样的发现，即经典迈克尔受体的极性可以通过远程电子效应反转。此外，远程电子效应是可调的，并且可以从具有相同烯酮结构单元的非环状前体开始，通过在分子中改变远程取代基，构建五元和六元氮环。