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N-Heterocyclic Carbene-Catalyzed Enantioselective Synthesis of Spiro-glutarimides via alpha,beta-Unsaturated Acylazoliums

Mondal, Santigopal and Ghosh, Arghya and Mukherjee, Subrata and Biju, Akkattu T (2018) N-Heterocyclic Carbene-Catalyzed Enantioselective Synthesis of Spiro-glutarimides via alpha,beta-Unsaturated Acylazoliums. In: ORGANIC LETTERS, 20 (15). pp. 4499-4503.

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Official URL: http://dx.doi.org/10.1021/acs.orglett.8b01799

Abstract

NHC-catalyzed enantioselective 3 + 3] spiro-annulation of alpha,beta-unsaturated aldehydes with cyclic beta-ketoamides allowing the preparation of synthetically and biologically important spiro-glutarimide derivatives has been reported. The interception of the ketoamides with catalytically generated chiral alpha,beta-unsaturated acylazoliums proceeds in a Michael addition-intramolecular amidation pathway to deliver the spirocyclic products with good yield, diastereoselectivity, and enantioselectivity.

Item Type: Journal Article
Additional Information: Copy right for this article belong to AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 06 Sep 2018 15:43
Last Modified: 06 Sep 2018 15:43
URI: http://eprints.iisc.ac.in/id/eprint/60590

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