A divergent route to nojirimycin analogues from L-serinal and 2-acetylthiazole

Abstract

A five-step synthesis of O,N-protected (+)-3-deoxynojirimycin (7a) and (+)-3-deoxymannojirimycin (7b) from N-Boc L-serinal acetonide (1) employing 2-acetylthiazole (2) as a masked α-hydroxypropanal β-anion synthon is described.