A Mild Deoxygenation of Alcohols by Trialkylboranes-Air via Xanthate Esters

D. A. Spiegel; K. B. Wiberg; L. N. Schacherer; M. R. Medeiros; J. L. Wood

doi:10.1055/s-2005-921629

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Synfacts 2005(3): 0327-0327
DOI: 10.1055/s-2005-921629

Metal-Mediated Synthesis

A Mild Deoxygenation of Alcohols by Trialkylboranes-Air via Xanthate Esters

Contributor(s): Paul Knochel, Andrei Gavryushin
D. A. Spiegel, K. B. Wiberg, L. N. Schacherer, M. R. Medeiros, J. L. Wood*
Yale University, New Haven, USA

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Publikationsverlauf

Publikationsdatum:
22. November 2005 (online)

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Significance

This method offers a good alternative for metal hydrides in reductive deoxygenation. The procedure is very mild and especially suitable for applications in natural product synthesis. Besides, it is an excellent way for the introduction of a deuterium label in complex molecules using available and cheap D₂O.