title: Silane-controlled diastereoselectivity in the tris(pentafluorophenyl)borane-catalyzed reduction of alpha-diketones to silyl-protected 1,2-Diols.
abstract: B(C(6)F(5))(3)-catalyzed bis(hydrosilylation) of alpha-diketones can give high diastereomeric excess of either meso/anti (small silanes and disilane reagents) or dl/syn (bulky silanes) silyl-protected 1,2-diols. This easily tuned diastereoselectivity is rationalized based on the classic Felkin-Anh model applied to a mechanism relying on Si-H abstraction by the electrophilic borane reagent.
authors.affiliation: Department of Chemistry, University of Victoria, P.O. Box 3065, Victoria, British Columbia, Canada V8W 3V6.
authors.forename: Miranda K
authors.initials: MK
authors.lastname: Skjel
authors.forename: Adrian Y
authors.initials: AY
authors.lastname: Houghton
authors.forename: Andrea E
authors.initials: AE
authors.lastname: Kirby
authors.forename: Daniel J
authors.initials: DJ
authors.lastname: Harrison
authors.forename: Robert
authors.initials: R
authors.lastname: McDonald
authors.forename: Lisa
authors.initials: L
authors.lastname: Rosenberg