ASYMMETRIC-SYNTHESIS OF ALPHA-ALKYLATED ALPHA-AMINO-ACIDS - AZOCANE-2-CARBOXYLIC ACIDS

被引：15

作者：

GEORG, GI

GUAN, XM

机构：

[1] Department of Medicinal Chemistry, University of Kansas, Lawrence

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 01期

关键词：

ASYMMETRIC SYNTHESIS; ALPHA-ALKYLATED ALPHA-AMINO ACIDS; ALPHA-ALKYLATED AZOCANE-2-CARBOXYLIC ACIDS; TETRAZOLES; SCHMIDT REARRANGEMENT;

D O I：

10.1016/S0040-4039(00)77662-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alpha-Alkylated azocane-2-carboxylic acid methyl esters 5 were synthesized with excellent enantiomeric excess (> 96%) in four steps starting from optically active beta-keto esters 1. The synthesis involved tetrazole formation, reduction, protection, and oxidation.

引用

页码：17 / 20

页数：4

共 17 条

[1]

ABRAHAM J, 1989, INDIAN J CHEM B, V28, P1051

[2]

BARRETT GC, 1985, CHEM BIOCH AMINO ACI, P227

[3] ASYMMETRIC-SYNTHESIS OF ALPHA-ALKYLATED ALPHA-AMINO-ACIDS VIA SCHMIDT REARRANGEMENT OF ALPHA,ALPHA-BISALKYLATED BETA-KETO-ESTERS [J].