Total synthesis of (±)-jamtine using a thionium/N-acyliminium ion cascade

被引：77
|
作者：
Padwa, A [1 ]
Danca, MD [1 ]
机构：
[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
来源：
ORGANIC LETTERS | 2002年 / 4卷 / 05期
关键词：
D O I：
10.1021/ol017193v
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] The first total synthesis of (+/-)-jamtine (4), a tetrahydroisoquinoline alkaloid reputed for its therapeutic properties, is described. The key step involves a tandem thionium/N-acyliminium ion cyclization from enamido sulfoxide 13. The cascade process takes place with high diastereoselectivity and in excellent yield.
引用
收藏
页码：715 / 717
页数：3
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