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

页码：715 / 717

页数：3

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