Total synthesis of the proposed structure of lepadiformine via intramolecular N-acylnitroso Diels-Alder reaction

被引:45
作者
Abe, H [1 ]
Aoyagi, S [1 ]
Kibayashi, C [1 ]
机构
[1] Tokyo Univ Pharm & Life Sci, Sch Pharm, Hachioji, Tokyo 1920392, Japan
关键词
alkaloids; cytotoxines; nitroso compounds; cycloaddition;
D O I
10.1016/S0040-4039(99)02172-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereocontrolled approach to the proposed structure of lepadiformine has been achieved employing an intramolecular hetero Diels-Alder reaction of an N-acylnitroso compound, in which syn-face selectivity was controlled. The NMR data of the product synthesized based on this approach is not identical with those reported for natural lepadiformine. Thus, the proposed structure for natural lepadiformine must be revised. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1205 / 1208
页数:4
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