Synthesis of (4S)-hydroxymethyl-(2R)-(2-propyl)-butyrolactone: A quest for a practical route to an important hydroxyethylene isostere chiron.

被引：17

作者：

Hanessian, S

AbadGrillo, T

McNaughtonSmith, G

机构：

[1] Department of Chemistry, Université de Montréal, Montréal, Que. H3C 3J7, Succ. Centre-ville

来源：

TETRAHEDRON | 1997年 / 53卷 / 18期

关键词：

D O I：

10.1016/S0040-4020(97)00298-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several approaches for the stereocontrolled introduction of a 2-propyl group into (4S)-hydroxymethyl-1,4-butyrolactone via enolate chemistry were investigated. A practical synthesis of the (2R)- and (2S)-isomers was developed. (C) 1997 Elsevier Science Ltd.

引用

页码：6281 / 6294

页数：14

共 46 条

[1]

AGER DJ, 1984, SYNTHESIS-STUTTGART, P384

[2]

[Anonymous], 1996, Asymmetric Synthetic Methodology

[3] DIPEPTIDE ISOSTERES .2. SYNTHESIS OF HYDROXYETHYLENE DIPEPTIDE ISOSTERE DIASTEREOMERS FROM A COMMON GAMMA-LACTONE INTERMEDIATE - PREPARATION OF RENIN AND HIV-1 PROTEASE INHIBITOR TRANSITION-STATE MIMICS [J].