Bronsted acid-catalyzed highly stereoselective arene-ynamide cyclizations.: A novel keteniminium Pictet-Spengler cyclization syntheses of (±)-desbromoarborescidines A and C

被引：184

作者：

Zhang, YS ^{[1
]}

Hsung, RP ^{[1
]}

Zhang, XJ ^{[1
]}

Huang, J ^{[1
]}

Slafer, BW ^{[1
]}

Davis, A ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 06期

关键词：

D O I：

10.1021/ol0473391

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Bronsted acid-catalyzed highly stereoselective arene-ynamide cyclization is described. These reactions constitute a keteniminium variant of Pictet-Spengler cyclizations, leading to efficient synthesis of nitrogen heterocycles and related alkaloids. Total syntheses of desbromoarborescidines A and C are illustrated here as first applications of this methodology.

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页码：1047 / 1050

页数：4

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