Total synthesis of both enantiomers of trans-beta-hydroxypipecolic acid

被引：47

作者：

Battistini, L

Zanardi, F

Rassu, G

Spanu, P

Pelosi, G

Fava, GG

Ferrari, MB

Casiraghi, G

机构：

[1] UNIV PARMA,DIPARTIMENTO FARMACEUT,I-43100 PARMA,ITALY

[2] CNR,IST APPLICAZ TECN CHIM AVANZATE,I-07100 SASSARI,ITALY

[3] UNIV PARMA,DIPARTIMENTO CHIM GEN & INORGAN CHIM ANALIT CHIM,I-43100 PARMA,ITALY

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 17期

关键词：

D O I：

10.1016/S0957-4166(97)00344-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

trans-beta-Hydroxypipecolic acids of both L-and D-series, L-1 and D-1, have been straightforwardly prepared in 14% and 15% yields, respectively starting from glyceraldehyde imines D-7 and L-7 as useful three-carbon chirons. The key feature of these parallel syntheses lies on the highly diastereoselective character of the initial coupling manoeuver between silyloxy furan TBSOF and imines 7, which ultimately accounts for the relative, and hence absolute configuration of the target pipecolic acids. (C) 1997 Elsevier Science Ltd.

引用

页码：2975 / 2987

页数：13

共 37 条

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