A broadly applicable NHC-Cu-catalyzed approach for efficient, site, and enantioselective coupling of readily accessible (pinacolato)alkenylboron compounds to allylic phosphates and applications to natural product synthesis

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Date: Feb. 5, 2014
From: Journal of the American Chemical Society(Vol. 136, Issue 5)
Publisher: American Chemical Society
Document Type: Report
Length: 71 words

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Abstract :

The article describes an approach for catalytic enantioselective allylic substitution (EAS) reactions that allow for additions of alkenyl units to readily accessible allylic electrophiles. 1,4-dienes that contain a tertiary carbon stereogenic site are obtained from this reaction catalyzed by copper complex of an N-heterocyclic carbene (NHC); furthermore the efficiency of this approach is shown by enantioselective synthesis of natural products such as santolina alcohol, semburin, nyasol, heliespirone A, and heliannuol E.

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Gale Document Number: GALE|A361501509