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Gold-catalyzed oxidative cyclizations of 2-oxiranyl-1-alkynylbenzenes for diastereoselective synthesis of highly substituted 2-hydroxyindanones
Journal article   Peer reviewed

Gold-catalyzed oxidative cyclizations of 2-oxiranyl-1-alkynylbenzenes for diastereoselective synthesis of highly substituted 2-hydroxyindanones

Rupsha Chaudhuri and Rai-Shung Liu
Advanced Synthesis and Catalysis, Vol.353(14-15), pp.2589-2592
10/2011

Abstract

-carbonyl gold-carbenoids gold catalysis hydroxyindanones oxidative cyclization stereocontrolled ene reaction
We report the gold-catalyzed oxidative cyclizations of 2-oxiranyl-1- alkynylbenzenes into highly substituted 2-hydroxyindanone frameworks bearing a tertiary alcohol. Such gold-catalyzed reactions comprise an initial internal redox reaction, sulfoxide oxidation of α-carbonyl gold-carbenoids, followed by gold-catalyzed formal ene reactions on the resulting diketone intermediates. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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