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2. Stereoselective synthesis of alpha-silylamines by the direct addition of silyl anions to activated imines.

Author

Ballweg DM, Miller RC, Gray DL, and Scheidt KA

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.

Published
2005
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