An easy access to protected (4S, 5R)-5-Alkyl-4-hydroxy-2-pyrrolidinones and their use as versatile synthetic intermediates
- 化学化工－已发表论文 
A versatile approach to enantiopure (4S, 5R)-5-alkyl-4-hydroxy-2-pyrrolidinones is described. The key steps involve a regioselective Grignard reagent addition to (S)-malimides, and diastereoselective reductive dehydroxylation of the resulting hemi-azaketals. The flexibility of this methodology has been demonstrated by the synthesis of (2R, 3R)3-amino-1 -benzyl-2-methylpyrrolidine, the parent diamine of antipsychotic agent, emonapride, and the unnatural enantiomer of the beta-hydroxy-gamma-amino acid residue of hapalosin in lactam form. (C) 1998 Elsevier Science Ltd. All rights reserved.