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
收藏
页码：3859 / 3862
页数：4
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