AN APPROACH TO A SYNTHETIC CARBOXYLATE-BINDING POCKET BASED ON BETA-AVOPARCIN

被引：43

作者：

STONE, MJ ^{[1
]}

VANDYK, MS ^{[1
]}

BOOTH, PM ^{[1
]}

WILLIAMS, DH ^{[1
]}

机构：

[1] UNIV CAMBRIDGE, CHEM LAB, LENSFIELD RD, CAMBRIDGE CB2 1EW, ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 07期

关键词：

D O I：

10.1039/p19910001629

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An approach to a macrocyclic lactam designed to bind to a carboxylate anion is described. The diaryl ether 8 was synthesised by Ullmann coupling of the protected 3-hydroxyphenylglycine derivative 7 and (E)-4-bromocinnamic acid methyl ester. Elaboration of an optically pure (R)-tyrosine synthon was achieved by transfer of electrophilic azide to the N-acyl oxazolidinone 12. The synthesis of a model system is also described.

引用

页码：1629 / 1635

页数：7

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