Reversal of diastereoselectivity in the addition of C-nucleophiles to N-trimethylsilyl imines via Grignard derived organo copper-boron trifluoride reagents.
The N-trimethylsilyl imines of O-protected alpha-hydroxy aldehydes react with RCuMgXI BF3 to give beta-amino alcohols with high anti diastereoselectivity.