Au-catalyzed synthesis of (1Z,3E)-2-pivaloxy-1,3-dienes from propargylic pivalates

被引：133

作者：

Li, Guotao ^{[1
]}

Zhang, Guozhu ^{[1
]}

Zhang, Liming ^{[1
]}

机构：

[1] Univ Nevada, Dept Chem 216, Reno, NV 89557 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 12期

关键词：

D O I：

10.1021/ja800001h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Propargylic pivalates with electronically unbiased internal alkynes are selectively transformed into (1Z,3E)-2-pivaloxy-1,3-dienes containing various functionalities. The unusual selectivity of 1,2-acyloxy migration over the structurally preferred 3,3-rearrangement is realized. This reaction is highly stereoselective and offers rapid access to dienes for one-pot intra-/intermolecular Diels-Alder reactions either under thermal conditions or with Lewis acid catalysis.

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页码：3740 / +

页数：3

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