Annulation of pyrrole: application to the synthesis of indolizidine alkaloids

被引:54
作者
Amos, RIJ [1 ]
Gourlay, BS [1 ]
Molesworth, PP [1 ]
Smith, JA [1 ]
Sprod, OR [1 ]
机构
[1] Univ Tasmania, Sch Chem, Hobart, Tas 7001, Australia
关键词
pyrrole; indolizidines; alkaloids; gamma-lactones;
D O I
10.1016/j.tet.2005.06.026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The nucleophilicity of pyrrole has been exploited to rapidly assemble the bicyclic skeleton of the indolizidine alkaloids. The key sequence is the annulation of a second ring onto pyrrole from a gamma-lactone and has been exploited in the synthesis of the natural products monomorine and (+/-)-indolizidine 209D. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8226 / 8230
页数:5
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