Synthesis of the left-hand portion of geldanamycin using an anti glycolate aldol reaction

被引：38

作者：

Andrus, MB ^{[1
]}

Meredith, EL ^{[1
]}

Sekhar, BBVS ^{[1
]}

机构：

[1] Brigham Young Univ, Dept Chem & Biochem, Provo, UT 84602 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 02期

关键词：

D O I：

10.1021/ol0068997

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A synthesis of the left hand portion of the ansamycin antitumor natural product geldanamycin is reported. An advanced intermediate incorporates the methoxyquinone precursor as a pentasubstituted benzene with a 10-carbon chain that contains 4 of the 6 stereocenters. The key reaction is a novel anti glycolate aldol reaction with a new diaryl-4-oxapyrone used to generate the C-11, C-12 hydroxy, methoxy functionality.

引用

页码：259 / 262

页数：4

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