A Protocol for an Asymmetric Synthesis of γ-Amino Acids

被引:20
作者
Reddy, Leleti Rajender [1 ]
Prasad, Kapa [1 ]
Prashad, Mahavir [1 ]
机构
[1] Novartis Pharmaceut, Chem & Analyt Dev, E Hanover, NJ 07936 USA
关键词
TERT-BUTANESULFINYL IMINES; X-RAY-CRYSTAL; BETA-PEPTIDES; NMR-SOLUTION; DESIGN; DERIVATIVES; REDUCTION; PYRROLIDINES; LIGANDS; ESTERS;
D O I
10.1021/jo301177f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and practical method for the asymmetric synthesis of gamma-amino acids from beta,gamma-butenolides by an in situ esterification, condensation, and reduction in a one-pot procedure is described. This method is quite general for the preparation of both enantiomers of aryl or aliphatic gamma-amino acids in high yields. These gamma-amino-acid derivatives were also shown to be versatile synthetic intermediates for further transformations by their conversion to gamma-lactams, delta-amino alcohols, and hydrolysis products in high yields with no racernization.
引用
收藏
页码:6296 / 6301
页数:6
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