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Enantioselective 4+2]-Annulation of Azlactones with Copper-Allenylidenes under Cooperative Catalysis: Synthesis of alpha-Quaternary alpha-Acylaminoamides

Simlandy, Amit Kumar and Ghosh, Biki and Mukherjee, Santanu (2019) Enantioselective 4+2]-Annulation of Azlactones with Copper-Allenylidenes under Cooperative Catalysis: Synthesis of alpha-Quaternary alpha-Acylaminoamides. In: ORGANIC LETTERS, 21 (9). pp. 3361-3366.

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Official URL: https://doi.org/ 10.1021/acs.orglett.9b01103

Abstract

The first enantioselective decarboxylative 4 + 2]-annulation of ethynyl benzoxazinanones with azlactones has been developed under cooperative copper and bifunctional tertiary aminourea catalysis. This direct and modular approach combines dipolar copper-allenylidene intermediates with azlactone enolates and allows for the synthesis of alpha-quaternary alpha-acylaminoamides as a single diastereomer generally in high yields with good to excellent enantioselectivities (up to 99:1 er).

Item Type: Journal Article
Additional Information: copyright for this article belongs to ORGANIC LETTERS
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 24 Jun 2019 18:11
Last Modified: 24 Jun 2019 18:11
URI: http://eprints.iisc.ac.in/id/eprint/63066

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