Selective synthesis of the para-quinone region of geldanamycin

被引：35

作者：

Andrus, MB ^{[1
]}

Hicken, EJ ^{[1
]}

Meredith, EL ^{[1
]}

Simmons, BL ^{[1
]}

Cannon, JF ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 21期

关键词：

D O I：

10.1021/ol035400g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The quinone portion of the ansamycin geldanamycin was made with complete selectivity from the 1,4-hydroquinone generated from a 1,4-bis-methoxymethyl (MOM) ether intermediate. Palladium catalysis with air gave the desired product in 98% isolated yield. The structure was established using NMR, UV, and X-ray analysis with comparisons to geldanamycin, ortho-quino-geldanamycin and a model compound.

引用

页码：3859 / 3862

页数：4

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