Catalytic enantioselective construction of quaternary stereocenters by direct vinylogous Michael addition of deconjugated butenolides to nitroolefins

Manna, Madhu Sudan and Kumar, Vikas and Mukherjee, Santanu (2012) Catalytic enantioselective construction of quaternary stereocenters by direct vinylogous Michael addition of deconjugated butenolides to nitroolefins. In: CHEMICAL COMMUNICATIONS, 48 (42). pp. 5193-5195.

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Abstract

A direct vinylogous Michael reaction of gamma-substituted deconjugated butenolides with nitroolefins has been developed with the help of a newly identified quinine-derived bifunctional catalyst, allowing the synthesis of densely functionalized products with contiguous quaternary and tertiary stereocenters in excellent yield with perfect diastereoselectivity (>20 : 1 dr) and high enantioselectivity (up to 99 : 1 er).

Item Type:	Journal Article
Publication:	CHEMICAL COMMUNICATIONS
Publisher:	Royal Society of Chemistry
Additional Information:	copyright for this article belongs to Royal Society of Chemistry
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	26 Jun 2012 10:41
Last Modified:	26 Jun 2012 10:41
URI:	http://eprints.iisc.ac.in/id/eprint/44556

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