Chiral Thiourea-Catalyzed Asymmetric Michael Addition of β-Oxo Phosphonate to Nitro Olefins: Convenient Synthesis of Optically Active β-Oxo Phosphonates

被引：9
作者：
Hu, Kuang [1 ]
Liu, Tao [1 ]
Lu, A. D. [1 ]
Liu, Yunfeng [1 ]
Wang, Youming [1 ]
Wu, Guiping [1 ]
Zhou, Zhenghong [1 ]
Tang, Chuchi [1 ]
机构：
[1] Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 19期
基金：
中国国家自然科学基金;
关键词：
Enantioselectivity; Oxo phosphonates; Michael addition; Organocatalysis; Asymmetric catalysis; ENANTIOSELECTIVE CONJUGATE ADDITION; HYDROGEN-BONDING DONORS; AMINE ORGANOCATALYSTS; CYCLIC-KETONES; EFFICIENT; KETOPHOSPHONATES; NITROOLEFINS; ACID; INHIBITORS; ALDEHYDES;
D O I：
10.1002/ejoc.201100029
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
beta-Oxo phosphonates have been proven to be alternative Michael donors in Michael addition reactions to nitro olefins in the presence of cinchonine-based bifunctional thiourea, affording a direct and atom-economic approach to the efficient construction of synthetically and biologically valuable chiral acyclic alpha-substituted beta-oxo phosphonates with high levels of enantioselectivity (up to 98% ee).
引用
收藏
页码：3507 / 3513
页数：7
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