Asymmetric synthesis of (3S,4R,7S)-(-)-3-hydroxy-7-methoxy-2,2,4-trimethyl-decanoic acid, a plausible polyketide fragment of halipeptin A

被引：12

作者：

Della Monica, C ^{[1
]}

Maulucci, N ^{[1
]}

De Riccardis, F ^{[1
]}

Izzo, I ^{[1
]}

机构：

[1] Univ Salerno, Dept Chem, I-84081 Baronissi, Italy

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 21期

关键词：

D O I：

10.1016/S0957-4166(03)00622-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The first enantioselective synthesis of (3S,4R,7S)-(-)-3-hydroxy-7-methoxy-2,2,4-trimethyl-decanoic acid 4 in 11 steps and 6% overall yield, starting from commercially available methyl 2,2-dimethyl-3-hydroxy propionate 5 is described. The stereochemical flexible synthetic pathway involves a Brown's crotylboration reaction and a Corey-Bakshi-Shibata (CBS) oxazaborolidine-mediated reduction. (C) 2003 Elsevier Ltd. All rights reserved.

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页码：3371 / 3378

页数：8

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