Preparation of tri- and difluoromethylated amines from aldimines using (trifluoromethyl)trimethylsilane.

Org Lett

Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, USA.

Published: August 2006

[reaction: see text] Addition of a trifluoromethyl group into aldimines was accomplished using (trifluoromethyl)trimethylsilane with tetraalkylammonium fluorides as initiators, and the resulting adducts were converted to difluoromethylated imines in the presence of excess fluoride. The imines were reduced to difluoromethylated amines using sodium borohydride.

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Source
http://dx.doi.org/10.1021/ol061357wDOI Listing

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