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Three-Component, Diastereoselective 6 + 3 Annulation of Tropone, Imino Esters, and Arynes

Guin, A and Gaykar, RN and Deswal, S and Biju, AT (2021) Three-Component, Diastereoselective 6 + 3 Annulation of Tropone, Imino Esters, and Arynes. In: Organic Letters .

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Official URL: https://doi.org/10.1021/acs.orglett.1c02662

Abstract

A transition-metal-free, three-component, and diastereoselective 6 + 3 annulation reaction employing tropone, imino esters, and arynes allowing the synthesis of bridged azabicyclo4.3.1decadienes is demonstrated. The key nitrogen ylides for the 6 + 3 annulation were generated by the addition of imino esters to the arynes followed by a proton transfer. The nitrogen ylides undergo a regioselective addition to tropone to furnish the desired products in moderate to good yields with good functional group tolerance under mild conditions. ©

Item Type: Journal Article
Publication: Organic Letters
Publisher: American Chemical Society
Additional Information: The copyright for this article belongs to American Chemical Society
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 28 Nov 2021 09:44
Last Modified: 28 Nov 2021 09:44
URI: http://eprints.iisc.ac.in/id/eprint/70353

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