Asymmetric Conjugate Addition of Nitromethane to Enones Catalyzed by Chiral N,N′-Dioxide Scandium(III) Complexes

被引：31

作者：

Wang, Liwei ^{[1
]}

Zhang, Qi ^{[1
]}

Zhou, Xin ^{[1
]}

Liu, Xiaohua ^{[1
]}

Lin, Lili ^{[1
]}

Qin, Bo ^{[1
]}

Feng, Xiaoming ^{[1
]}

机构：

[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 26期

基金：

中国国家自然科学基金;

关键词：

asymmetric catalysis; enones; Michael addition; N; O ligands; ENANTIOSELECTIVE MICHAEL ADDITION; FRIEDEL-CRAFTS ALKYLATION; DIELS-ALDER REACTION; NITROALKANES; CHALCONES; ORGANOCATALYST;

D O I：

10.1002/chem.201000688

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Representation)Chalk it up as a "Sc"andal: The asymmetric conjugate addition of chalcone and "cinnamone" derivatives to nitromethane has been realized by using a simple and efficient scandium(III)N,N'-dioxide complex as the catalyst (see scheme). In the presence of 2-5 mol % catalyst loading, the corresponding products were formed in excellent yields (up to 99%) and enantioselectivities (up to > 99 % ee). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7696 / 7699

页数：4

共 43 条

[1] Synthesis and applications of C2-symmetric guanidine bases [J].