title: Studies on the mechanism of B(C6F5)3-catalyzed hydrostannylation of propargylic alcohol derivatives.
abstract: Sleight of hydride: B(C(6)F(5))(3) catalyzes the hydrostannylation of propargylic alcohols in a regio- and stereoselective manner. This Lewis acid first abstracts a hydride from the stannane, thus forming a borohydride/stannyl cation pair, the stability of which depends on solvent and ligands. Deuterium-labeling experiments showed that the source that delivers a hydride to the alkenyl cation is not the borohydride but rather a second molecule of stannane.
authors.affiliation: Department of Chemistry, York University, Toronto, ON, Canada.
authors.forename: Martins S
authors.initials: MS
authors.lastname: Oderinde
authors.forename: Michael G
authors.initials: MG
authors.lastname: Organ