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Noncovalent Catalysis for Enantioselective Direct Aldol Reaction of 3-Acetylcoumarins to Pyrazole-4,5-diones

Ray, Bidisha and Roy, Soumya Jyoti Singha and Mukherjee, Santanu (2019) Noncovalent Catalysis for Enantioselective Direct Aldol Reaction of 3-Acetylcoumarins to Pyrazole-4,5-diones. In: ASIAN JOURNAL OF ORGANIC CHEMISTRY, 8 (7, SI). pp. 1045-1048.

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Official URL: https://dx.doi.org/10.1002/ajoc.201800732

Abstract

The first catalytic enantioselective direct aldol reaction of 3-acetylcoumarins to pyrazole-4,5-diones is reported and shown to proceed through noncovalent substrate activation by a quinine-derived bifunctional tertiary amino-amide as the catalyst. The densely functionalized products, consisting of an oxygen-containing quaternary stereocenter and bearing two biologically relevant heterocycles, are generally obtained in high yields with moderate to excellent enantioselectivities.

Item Type: Journal Article
Publication: ASIAN JOURNAL OF ORGANIC CHEMISTRY
Publisher: WILEY-V C H VERLAG GMBH
Additional Information: copyright for this article belongs to WILEY-V C H VERLAG GMBH
Keywords: aldol reaction; noncovalent catalysis; heterocycle; quaternary stereocenter; bifunctional catalyst
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 28 Aug 2019 06:13
Last Modified: 28 Aug 2019 06:13
URI: http://eprints.iisc.ac.in/id/eprint/63465

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