Asymmetric synthesis of isohaliclorensin, a key intermediate of bisquinolinylpyrrole alkaloid halitulin

被引:6
|
作者
Usuki, Y [1 ]
Hirakawa, H [1 ]
Goto, K [1 ]
Iio, H [1 ]
机构
[1] Osaka City Univ, Grad Sch Sci, Dept Mat Sci, Sumiyoshi Ku, Osaka 5588585, Japan
关键词
D O I
10.1016/S0957-4166(02)00007-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new enantioselective total synthesis of N-(3'-aminopropyl)-3-methylazacyclodecane, a partial structure of halitulin, has been achieved in eight steps with 14% overall yield. The key steps are the photochemical ring-expansion reaction of spirooxaziridine to lactam for constructing the azacyclodecane moiety and 1,4-stereoinductive methylation of the resulting lactam. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3293 / 3296
页数:4
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