title: Stereoselective synthesis of alpha-silylamines by the direct addition of silyl anions to activated imines.
abstract: [reaction: see text] A highly efficient stereoselective synthesis of unusual alpha-silylamines via a direct silyl anion addition reaction is reported. This approach is convergent and avoids any problematic aza-Brook shifts of the anionic intermediates. The use of enantiopure tert-butanesulfinyl imines as the electrophiles affords exceedingly high levels of diastereocontrol for the newly formed stereogenic carbon.
authors.affiliation: Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, USA.
authors.forename: David M
authors.initials: DM
authors.lastname: Ballweg
authors.forename: Rebecca C
authors.initials: RC
authors.lastname: Miller
authors.forename: Danielle L
authors.initials: DL
authors.lastname: Gray
authors.forename: Karl A
authors.initials: KA
authors.lastname: Scheidt