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Silver-catalyzed stereoselective [3+2] cycloadditions of cyclopropyl-indanimines with carbonyl compounds
Journal article   Peer reviewed

Silver-catalyzed stereoselective [3+2] cycloadditions of cyclopropyl-indanimines with carbonyl compounds

Hsiao-Hua Hung, Yi-Ching Liao and Rai-Shung Liu
Advanced Synthesis and Catalysis, Vol.355(8), pp.1545-1552
17/05/2013

Abstract

[3+2] cycloadditions carbonyl compounds cyclopropyl-indanimines hydrolysis silver catalysis
Silver-catalyzed stereoselective [3+2] cycloadditions between mono-substituted cyclopropyl-indanimines and aldehydes are reported. The stereochemical course of the reaction is rationalized with a cyclic transition state. The resulting indanimine cycloadducts are not readily hydrolyzed unless external aldehydes are present with the silver catalyst. Notably, this hydrolysis process leads to a change of stereochemistry for the resulting indanone products. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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