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.
Graphical Abstract
Current Organic Synthesis
Title:Applications of Barton-McCombie Reaction in Total Syntheses
Volume: 11 Issue: 6
Author(s): Majid M. Heravi, Atefe Bakhtiari and Zeinab Faghihi
Affiliation:
Keywords: Barton-McCombie reaction, deoxygenation, free-radical reaction, hydroxyl group, natural product, tin hydrid, total syntheses, xanthate.
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.
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Cite this article as:
Heravi M. Majid, Bakhtiari Atefe and Faghihi Zeinab, Applications of Barton-McCombie Reaction in Total Syntheses, Current Organic Synthesis 2014; 11 (6) . https://dx.doi.org/10.2174/157017941106141023113539
DOI https://dx.doi.org/10.2174/157017941106141023113539 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
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