Regioselective Cross-Coupling of Allylboronic Acid Pinacol Ester Derivatives with Aryl Halides via Pd-PEPPSI-IPent

被引：130

作者：

Farmer, Jennifer L. ^{[1
]}

Hunter, Howard N. ^{[1
]}

Organ, Michael G. ^{[1
]}

机构：

[1] York Univ, Dept Chem, Toronto, ON M3J 1P3, Canada

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 42期

基金：

加拿大自然科学与工程研究理事会;

关键词：

STEREOSELECTIVE-SYNTHESIS; GRIGNARD-REAGENTS; ALKYL-HALIDES; COMPLEX; FLAVONOIDS; EFFICIENT; ALCOHOLS; BARK;

D O I：

10.1021/ja308613b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The cross-coupling reactions of allylboronic acid pinacol ester derivatives with aryl and heteroaryl halides occurred with high selectivity (> 97%) at the acarbon of the allylboron reagent in the presence of Pd-PEPPSI-IPent precatalyst and 5 M KOH in refluxing THF. In the case of trisubstituted allylboronates with different substituents on the olefin, minor olefin geometry isomerization was observed (E/Z approximate to 80/20).

引用

页码：17470 / 17473

页数：4

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