Acceleration of arylzinc formation and its enantioselective addition to aldehydes by microwave irradiation and aziridine-2-methanol catalysts

被引：69

作者：

Braga, Antonio L. ^{[1
]}

Paixao, Marcio W. ^{[1
,2
]}

Westermann, Bernhard ^{[2
]}

Schneider, Paulo H. ^{[3
]}

Wessjohann, Ludger A. ^{[2
]}

机构：

[1] Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil

[2] Leibniz Inst Plant Biochem, D-06120 Halle, Germany

[3] Univ Fed Rio Grande do Sul, Inst Quim, Porto Alegre, RS, Brazil

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 07期

关键词：

D O I：

10.1021/jo702413n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The formation and 2-amino alcohol catalyzed addition of arylzinc reagents from and with boronic acids, respectively, is drastically accelerated to a few minutes under microwave irradiation without loss of enantioselectivity (up to 98% ee). Of the amino acid derived catalysts tested, the conformationally restricted bulky substituted aziridine-2-methanols derived from serine show the best overall performance in the formation of diarylmethanols.

引用

页码：2879 / 2882

页数：4