Asymmetric Dimerization of Disubstituted Ketenes Catalyzed by N-Heterocyclic Carbenes

被引：72

作者：

Lv, Hui ^{[1
]}

Zhang, Yan-Rong ^{[1
]}

Huang, Xue-Liang ^{[1
]}

Ye, Song ^{[1
]}

机构：

[1] Chinese Acad Sci, Inst Chem, Biol Chem Lab, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2008年 / 350卷 / 17期

关键词：

asymmetric catalysis; carbenes; dimerization; ketenes; lactones;

D O I：

10.1002/adsc.200800532

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A series of chiral N-heterocyclic carbenes (NHCs), derived from L-pyrOgutamic acid, were found to be efficient catalysts for the asymmetric dirnerization of alkylarylketenes to give the corresponding alpha-quaternary beta-alkylidenyl-beta-lactones in good yields with up to 97% ee. A chiral NHC with a proximal hydroxy group is superior in comparison with the corresponding NHC with its hydroxy group protected.

引用

页码：2715 / 2718

页数：4

共 31 条

[1]

[Anonymous], 2005, ANGEW CHEM

[2] Catalytic, asymmetric preparation of ketene dimers from acid chlorides [J].