Organocatalytic enantioselective Michael reaction of 1,3-dicarbonyls with α-substituted β-nitroacrylates

被引:13
作者
Chang, Hsuan-Hao [1 ]
Chu, Kai-Ti [2 ]
Chiang, Ming-Hsi [2 ]
Han, Jeng-Liang [1 ]
机构
[1] Chung Yuan Christian Univ, Dept Chem, 200 Chung Pei Rd, Taoyuan 32023, Taiwan
[2] Acad Sinica, Inst Chem, Taipei 11529, Taiwan
关键词
Asymmetric Michael reaction; 1,3-Dicarbonyls; alpha-Substituted-beta-nitroacrylates; Isoxazole ring; Organocatalysis; STEREOSELECTIVE-SYNTHESIS; BETA(2,2)-AMINO ACIDS; CONJUGATE ADDITION; BUILDING-BLOCKS; CONSTRUCTION; AMINO; NITROALKENES; HYDROGENATION; DERIVATIVES; PEPTIDES;
D O I
10.1016/j.tet.2016.12.039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient asymmetric Michael reaction of 1,3-dicarbonyl compounds with alpha-Substituted-beta-Nitro-acrylates has been developed by using a cinchona-thiourea bifunctional organocatalyst in high yields and enantioselectivies. One of adducts could be transformed into a chiral 1i-nitroester bearing an isoxazole skeleton and an all-carbon quaternary chiral center. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:727 / 734
页数:8
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