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Synfacts 2007(1): 0083-0083
DOI: 10.1055/s-2006-955698
DOI: 10.1055/s-2006-955698
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Reduction of Oxygen Functionalities to Alkanes with Alkylsilanes
R. D. Nimmagadda, C. McRae*
Macquarie University, Sydney, Australia
Further Information
Publication History
Publication Date:
15 December 2006 (online)
Significance
Despite the vast number of methods reported for the reduction of oxygen functionalities like ketones, aldehydes and various types of alcohols to the corresponding alkanes, there is a lack of a general, universally suitable protocol for such a transformation. Besides, most of the known procedures also lead to the reduction of C=C double bonds. The method reported herein is free of these drawbacks. It uses commercially available silanes as reducing agents in a very practical, operationally simple protocol. A broad variety of substrates can be reduced without isomerization or migration of double bonds even in the case of conjugated enones.