Stereoselective synthesis of pyridinones: Application to the synthesis of (-)-barrenazines

被引：71

作者：

Focken, Thilo ^{[1
]}

Charette, Andre B. ^{[1
]}

机构：

[1] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 14期

关键词：

D O I：

10.1021/ol0609006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereoselective synthesis of pyridinones was accomplished by the nucleophilic addition of Grignard reagents to a chiral pyridinium salt derived from 4-methoxypyridine. This methodology was applied to an expedient synthesis of (-)-barrenazine A and B. After N-functionalization and 1,4-reduction of the pyridinone system, the corresponding alpha-amino piperidinones readily undergo dimerization to give the hexahydrodipyridinopyrazine skeleton of the barrenazine alkaloids.

引用

页码：2985 / 2988

页数：4

共 48 条

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