159622-93-2Relevant articles and documents
Diastereo- and enantioselective synthesis of 1,2-amino alcohols and protected α-hydroxy aldehydes from glycol aldehyde hydrazones
Enders, Dieter,Reinhold, Ulrich
, p. 11 - 26 (2007/10/03)
Starting from chiral glycol aldehyde hydrazones (S)-2, we prepared differently protected α-hydroxy aldehydes (R)- or (S)-4 as well as N-acetyl-protected 1,2-amino alcohols (R)-11 in high enantiomeric excesses via azaenolate α-alkylation or nucleophilic 1,2-addition to the CN double bond. The successive introduction of two vicinal stereogenic centres opens a new, flexible syn-diastereo- and enantioselective route to functionalised, N-acetyl-protected, vicinal amino alcohols (R,R)-13, which was demonstrated in the case of the γ-amino-β-hydroxycarboxylic acid statin (R,R)-15 and its analogues B. VCH Verlagsgesellschaft mbH, 1996.