A novel Suzuki-type cross-coupling reaction of cyclopropylboronic esters with benzyl bromides

被引：31

作者：

Chen, H ^{[1
]}

Deng, MZ ^{[1
]}

机构：

[1] Acad Sinica, Shanghai Inst Organ Chem, Organomet Chem Lab, Shanghai 200032, Peoples R China

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 10期

关键词：

D O I：

10.1039/b000121j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Suzuki-type coupling reaction of cyclopropylboronic acids (esters) with benzyl bromides readily takes place by using Ag2O with KOH as the base. The reaction rate and the cross-coupling product yields of cyclopropylboronate esters of ethylene glycol or propane-1,3-diol were higher and better than those of cyclopropylboronic acids. However, the coupling reaction of the cyclopropylboronate esters of glycol with larger substituents was sluggish. The highly optically active benzyl-substituted cyclopropanes could be obtained by the coupling reactions of corresponding optically active cyclopropylboronate esters with benzyl bromides. A novel, ideal method for preparing stereo-defined benzyl-substituted cyclopropanes, especially optically active benzyl-substituted cyclopropanes, is described here.

引用

页码：1609 / 1613

页数：5

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