Advanced Synthesis & Catalysis

Silver??Catalyzed Stereoselective [3+ 2] Cycloadditions of Cyclopropyl??Indanimines with Carbonyl Compounds

HH Hung, YC Liao, RS Liu

Index: Hung, Hsiao-Hua; Liao, Yi-Ching; Liu, Rai-Shung Advanced Synthesis and Catalysis, 2013 , vol. 355, # 8 p. 1545 - 1552

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Citation Number: 10

Abstract

Abstract 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 ...