First synthesis of caerulomycin C

被引:64
作者
Trecourt, F [1 ]
Gervais, B [1 ]
Mallet, M [1 ]
Queguiner, G [1 ]
机构
[1] INST NATL SCI APPL ROUEN,URA CNRS 1429,INST RECH CHIM ORGAN FINE,LAB CHIM ORGAN FINE & HETEROCYL,F-76131 MONT ST AIGNAN,FRANCE
关键词
D O I
10.1021/jo950823k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first synthesis of caerulomycin C (1), an antibiotic produced by Streptomyces caeruleus, is reported. This molecule, which exhibits a 2,3,4,6-tetrasubstituted pyridine structure, was prepared from 3,4-dimethoxypyridine in a five-step sequence. The methodology involves metalation, transmetalation, aromatic cross-coupling, and halogen migration reactions.
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页码:1673 / 1676
页数:4
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