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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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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