Carbohydrates as chiral templates : stereoselective synthesis of (R)-homoallyl amines using L-fucose as the auxiliary formally enantiomeric to D-galactose

Abstract

(R)-Homoallyl amines are synthesized with high asymmetric induction using the diastereoselective Lewis acid induced addition of allylsilanes and allylstannanes to Schiff bases of O-acyl protected fucopyranosylamine.