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Synfacts 2007(5): 0524-0524  
DOI: 10.1055/s-2007-968426
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Preparation and Wittig Reactions of Organotrifluoroborato Phosphonium Ylides

Contributor(s): Paul Knochel, Andrei Gavryushin
G. A. Molander*, J. Ham, B. Canturk
University of Pennsylvania, Philadelphia, USA and Korea Institute of Science and Technology, Gangneung, Korea
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Publication History

Publication Date:
24 April 2007 (online)

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Significance

This is a new contribution from the group of Molander on the synthetic chemistry of organotrifluoroborates. This method offers a simple way for the synthesis of various functionalized aryltrifluoroborates starting from bench-stable organotrifluoroborato triarylphosphonium reagents. A broad range of aldehydes were successfully utilized in this reaction. A one-pot protocol for the alkene synthesis starting from the corresponding benzyl chlorides has also been reported.