Catalytic enantioselective reactions. Part 18: Preparation of 3-deoxy-3-N,N-dialkylamino-1,2;5,6-di-O-isopropylidene-d-altritol derivatives from d-mannitol and their applications for catalytic enantioselective addition of dialkylzinc to aldehydes

Abstract

A series of new chiral β-aminoalcohols, 3-deoxy-3-N,N-dialkylamino-1,2;5,6-di-O-isopropylidene-d-altritol derivatives 2–4 possessing a variety of amine substituents at the 3-position and thiol or acetylthio group at the 4-position was prepared from d-mannitol and enantioselective additions of diethylzinc to aldehydes using them as chiral catalysts were examined.