Doubly Stereoconvergent Propargylic Alkylation of α-Cyanocarbonyls: Enantioselective Construction of Vicinal Stereocenters

Ghosh, S and Mukherjee, S (2024) Doubly Stereoconvergent Propargylic Alkylation of α-Cyanocarbonyls: Enantioselective Construction of Vicinal Stereocenters. In: Organic Letters, 26 (36). 7733 -7738.

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Abstract

An asymmetric propargylic alkylation of α-cyanocarbonyls is developed for the first time under cooperative Cu(I) and organocatalysis. With ethynyl benzoxazinanones as the propargylic electrophile, this decarboxylative doubly stereoconvergent reaction evades alkyne hydroamination to furnish acyclic α-propargylic cyanocarbonyls, bearing vicinal tertiary and quaternary stereocenters, with high diastereo- and enantioselectivity (up to >20:1 dr and 99.5:0.5 er). © 2024 American Chemical Society.

Item Type:	Journal Article
Publication:	Organic Letters
Publisher:	American Chemical Society
Additional Information:	The copyright for this article belongs to the publisher.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	25 Sep 2024 10:38
Last Modified:	25 Sep 2024 10:38
URI:	http://eprints.iisc.ac.in/id/eprint/86301

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