Issue 1, 1992

Application of the Suzuki biphenyl synthesis to the natural products biphenomycin and vancomycin

Abstract

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 123-130

Application of the Suzuki biphenyl synthesis to the natural products biphenomycin and vancomycin

A. G. Brown, M. J. Crimmin and P. D. Edwards, J. Chem. Soc., Perkin Trans. 1, 1992, 123 DOI: 10.1039/P19920000123

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