Total synthesis of (+)-homopumiliotoxin 223G

被引:26
作者
Aoyagi, S [1 ]
Hasegawa, Y [1 ]
Hirashima, S [1 ]
Kibayashi, C [1 ]
机构
[1] Tokyo Univ Pharm & Life Sci, Sch Pharm, Tokyo 1920392, Japan
关键词
D O I
10.1016/S0040-4039(98)00082-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new practical route for the first total synthesis of (+)-homopumiliotoxin 223G is described, in which the palladium-catalyzed carbonylation of the vinyl iodide, leading to efficient construction of the quinolizidine nucleus incorporating the (Z)-alkylidene side chain, is the key strategic element. Another key feature of this synthesis involves the Lewis acid-induced chelation-controlled propargylation using the allenylsilane with complete diastereoselectivity. (C) 1998 Elsevier Science Ltd. All rights reserved.
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收藏
页码:2149 / 2152
页数:4
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