Structural incongruities of coleophomone natural products: insights by total synthesis of a semi-synthetic derivative

被引:20
作者
Bode, JW
Suzuki, K [1 ]
机构
[1] Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
[2] Japan Sci & Technol Corp O Okayama, CREST, Tokyo 1528551, Japan
基金
日本学术振兴会;
关键词
coleophomone; natural product; structure confirmation; cyclocondensation; vinylogous amide;
D O I
10.1016/S0040-4039(03)00615-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unexpected structural incongruity between coleophomones I and the reported structure of recently isolated natural product 2 was confirmed by total synthesis of key semi-synthetic derivative 3 and its positional isomer 4. In addition, possible mechanisms for the interconversion of expected structure 22 to observed compound 2 are postulated, some of which may have an important role in the biosynthetic origin and chemistry of these structurally unique natural products. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3559 / 3563
页数:5
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