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Direct Catalytic Enantioselective Vinylogous Aldol Reaction of Allyl Ketones to Pyrazole-4,5-diones

Ray, Bidisha and Mukherjee, Santanu (2018) Direct Catalytic Enantioselective Vinylogous Aldol Reaction of Allyl Ketones to Pyrazole-4,5-diones. In: JOURNAL OF ORGANIC CHEMISTRY, 83 (18). pp. 10871-10880.

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Official URL: http://dx.doi.org/10.1021/acs.joc.8b01566

Abstract

The first catalytic enantioselective vinylogous nucleophilic addition to pyrazole-4,5-diones is reported. Using quinine-derived bifunctional tertiary amino-amide as the catalyst, this direct aldol reaction of allyl ketones is shown to proceed exclusively in gamma- and E-selective manner to generate pyrazolone derivatives, bearing an oxygen-containing quaternary stereogenic center, in good yields with moderate to high enantioselectivities (up to 97:3 er).

Item Type: Journal Article
Additional Information: Copy right for this article belong to AMER CHEMICAL SOC
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 17 Oct 2018 13:32
Last Modified: 17 Oct 2018 13:32
URI: http://eprints.iisc.ac.in/id/eprint/60899

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