Chemoenzymatic synthesis of the morphine skeleton via radical cyclization and a C-10-C-11 closure.

被引:40
作者
Butora, G [1 ]
Hudlicky, T [1 ]
Fearnley, SP [1 ]
Gum, AG [1 ]
Stabile, MR [1 ]
Abboud, K [1 ]
机构
[1] UNIV FLORIDA,DEPT CHEM,GAINESVILLE,FL 32611
关键词
D O I
10.1016/0040-4039(96)01867-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A short synthesis of a morphinan skeleton has been accomplished. The key steps involve enzymatic dihydroxylation of beta-bromoethyl benzene, vinyl and aryl radical cyclizations, and Friedel-Crafts closure of an aziridinium ion or an acid-catalyzed closure of an aldehyde to form the C-10-C-11 bond. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:8155 / 8158
页数:4
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