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
收藏
页码：5226 / 5229
页数：4
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