Use of deuterium labeling studies to determine the stereochemical outcome of palladium migrations during an asymmetric intermolecular heck reaction

被引：29

作者：

Wheatley, Bronwen M. M. ^{[1
]}

Keay, Brian A. ^{[1
]}

机构：

[1] Univ Calgary, Dept Chem, Calgary, AB T2N 1N4, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 19期

关键词：

D O I：

10.1021/jo071119u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A series of deuterium labeling experiments showed that Pd migrations during an intermolecular asymmetric Heck reaction between phenyl triflate and various deuterated 2,3-dihydrofurans (2b, 2c, 2d, 2e) occurs exclusively by either syn-1,2-dyotropic shifts or a syn-chain-walking mechanism; no evidence was observed to support anti-1,2-dyotropic shifts or anti-beta-H Pd eliminations during the formation of 6 and 7.

引用

页码：7253 / 7259

页数：7

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