Asymmetric synthesis of the mC7N core of the manumycin family:: Preparation of (+)-MT35214 and a formal total synthesis of (-)-alisamycin

被引:63
作者
Macdonald, G
Alcaraz, L
Lewis, NJ
Taylor, RJK [1 ]
机构
[1] Univ York, Dept Chem, York YO1 5DD, N Yorkshire, England
[2] SmithKline Beecham Pharmaceut, Tonbridge TN11 9AN, Kent, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0040-4039(98)01047-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An asymmetric approach to the mC(7)N epoxyquinone central unit of the manumycin antibiotics is described based on the enantioselective (89% ee) chiral phase transfer epoxidation of a substituted cyclohexenone. The chiral epoxide is employed in the first syntheses of the tide compounds in enantiomerically pure form. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5433 / 5436
页数:4
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