Diastereoselective syntheses of 2-amino propargyl alcohols. Chiral building blocks for enantiopure amino gamma-lactones and 5-hydroxy-piperidinone derivatives

摘要

alpha-Dibenzylamino aldehydes, derived from the corresponding natural alpha-amino acids, react with metal acetylides to yield anti-amino propargyl alcohols in good yield and diastereomeric excess. syn Amino alcohols are prepared from the. anti diastereo-isomers and all of them are elaborated in few steps to enantiopure amino lactones and hydroxy-piperidin-2-ones. (c) 2006 Elsevier Ltd. All rights reserved.