Gold-Catalyzed Three-Component Tandem Process: An Efficient and Facile Assembly of Complex Butenolides from Alkynes, Amines, and Glyoxylic Acid

被引：77

作者：

Zhang, Qiang ^{[1
,2
]}

Chang, Ming ^{[1
,2
]}

Hu, Xiaoyu ^{[1
,2
]}

Li, Bo-Gang ^{[1
]}

Ji, Jian-Xin ^{[1
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Biol, Chengdu 610041, Peoples R China

[2] Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 21期

基金：

美国国家科学基金会;

关键词：

TERMINAL ALKYNES; DIRECT-ADDITION; WATER; CYCLIZATION; LACTONES; IMINES;

D O I：

10.1021/ja101804p

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient and facile gold-catalyzed three-component tandem process for the assembly of two types of highly functionalized butenolides has been developed. In this reaction system, more than four chemical bonds are formed by a single gold catalyst. The present tandem protocol includes a direct coupling of alkynes, amines, and glyoxylic acid and subsequent exclusively endo-selective cycloisomerization of alkynoic acids along with intermolecular electrophilic trapping; it utilizes three simple and commercially available starting materials to assemble architecturally complex and appealing butenolide scaffolds bearing other reactive sites for further manipulation.

引用

页码：7256 / +

页数：3

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