Asymmetric Michael Additions of α-Nitrocyclohexanone to Aryl Nitroalkenes Catalyzed by Natural Amino Acid-Derived Bifunctional Thioureas

被引:37
作者
Joerres, Manuel [1 ]
Schiffers, Ingo [1 ]
Atodiresei, Iuliana [1 ]
Bolm, Carsten [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
关键词
HYDROGEN-BONDING DONORS; ENANTIOSELECTIVE MICHAEL; QUATERNARY STEREOCENTERS; CONJUGATE ADDITIONS; ORGANOCATALYSTS; ACTIVATION; NITROOLEFINS; CONSTRUCTION; SEQUENCE; NITRO;
D O I
10.1021/ol302005f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of new thiourea catalysts prepared from natural amino acids have been applied in organocatalytic asymmetric Michael additions of alpha-nitrocyclohexanone to nitroalkenes. The resulting addition products are formed with excellent enantioselectivities (up to an er of 98:2) in good yields (up to 90%).
引用
收藏
页码:4518 / 4521
页数:4
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