Catalytic Asymmetric 1,3-Dipolar Cycloaddition of Nitrones to Alkylidene Malonates: Highly Enantioselective Synthesis of Multisubstituted Isoxazolidines

被引：26

作者：

Chen, Donghui ^{[1
]}

Wang, Zhen ^{[1
]}

Li, Jiangting ^{[1
]}

Yang, Zhigang ^{[1
]}

Lin, Lili ^{[1
]}

Liu, Xiaohua ^{[1
]}

Feng, Xiaoming ^{[1
]}

机构：

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

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 19期

基金：

中国国家自然科学基金;

关键词：

asymmetric catalysis; cycloaddition; diastereoselectivity; enantioselectivity; nickel; LEWIS-ACID; EFFICIENT SYNTHESIS; COMPLEXES; ALKENES; DERIVATIVES; C; N-DIPHENYLNITRONE; IMPROVEMENT; LIGANDS; INDOLES; ENONES;

D O I：

10.1002/chem.201100053

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

All under control! A catalytic asymmetric 1,3-dipolar cycloaddition reaction of nitrones to alkylidene malonates, catalyzed by chiral N,N'-dioxide-Ni(ClO4)2.6 H2O complexes, has been developed with excellent yields, diastereo-, and enantioselectivities (see scheme, R1=aryl, R2=alkyl, R3, R 4=Ph). In addition, a possible transition state has also been proposed to elucidate the high level of enantio- and diastereocontrol. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：5226 / 5229

页数：4

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