APPLICATION OF THE SUZUKI BIPHENYL SYNTHESIS TO THE NATURAL-PRODUCTS BIPHENOMYCIN AND VANCOMYCIN

被引:56
作者
BROWN, AG [1 ]
CRIMMIN, MJ [1 ]
EDWARDS, PD [1 ]
机构
[1] SMITHKLINE BEECHAM PHARMACEUT,DIV RES,BROCKHAM PK,BETCHWORTH RH3 7AJ,SURREY,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 01期
关键词
D O I
10.1039/p19920000123
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the unsymmetrical biphenyls 10 and 25 has been carried out by the palladium(0) catalysed coupling of the aryl boronic acid derivatives 5 and 20 with the aryl bromides 9 and 23 derived from (R)-4-hydroxyphenylglycine and (S)-tyrosine. In the former case unsuccessful attempts were made to bring about cyclization to compound 4 which is an analogue of the biphenyl ring system found in vancomycin. In the latter case, a variety of cyclization methods were used to give the cyclic products 34 and 35 which are analogues of the biphenomycin antibiotics.
引用
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页码:123 / 130
页数:8
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