Synthesis of the left hand unit of batzelladine F; Revision of the reported relative stereochemistry

被引:48
作者
Black, GP
Murphy, PJ [1 ]
Thornhill, AJ
Walshe, NDA
Zanetti, C
机构
[1] Univ Wales, Dept Chem, Bangor LL57 2UW, Gwynedd, Wales
[2] Pfizer Ltd, Cent Res, Sandwich CT13 9NJ, Kent, England
关键词
Batzelladine alkaloids; guanidine; Michael reaction;
D O I
10.1016/S0040-4020(99)00288-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The addition of guanidine to the bis-alpha,beta-unsaturated ketone 17 is reported, leading to the formation of the tricyclic guanidine 18, the left hand portion of the naturally occurring alkaloid batzelladine F. Nmr evidence is given which casts doubt upon the assignment of the relative stereochemistry of this metabolite. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6547 / 6554
页数:8
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