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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Applications of Barton-McCombie Reaction in Total Syntheses

Author(s): Majid M. Heravi, Atefe Bakhtiari and Zeinab Faghihi

Volume 11 , Issue 6 , 2014

Page: [787 - 823] Pages: 37

DOI: 10.2174/157017941106141023113539

Price: $65

Abstract

The Barton-McCombie reaction (B-M reaction) is deoxygenation of aliphatic alcohols via thioacylation followed by a radical cleavage. Variations of the reactions may utilize different thioacyl fragments and hydrogen sources. In this review article, however, we have focused on the applications of this reaction as a mild and functional group tolerant method in deoxygenation step in total syntheses of some well recognized natural products.

Keywords: Barton-McCombie reaction, deoxygenation, free-radical reaction, hydroxyl group, natural product, tin hydrid, total syntheses, xanthate.

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