Bifunctional thiourea-promoted cascade aza-Michael-Henry-dehydration reactions: asymmetric preparation of 3-nitro-1,2-dihydroquinolines

被引:52
作者
Liu, Xiaoqian
Lu, Yixin [1 ]
机构
[1] Natl Univ Singapore, Inst Life Sci, Dept Chem, Singapore 117548, Singapore
关键词
ENANTIOSELECTIVE CONJUGATE ADDITION; RECENT PROGRESS; NITRO-OLEFINS; NITROALKENES; MALONATE; DERIVATIVES; CATALYSIS; ALDEHYDES; ACID;
D O I
10.1039/c0ob00223b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A cascade aza-Michael-Henry-dehydration reaction catalyzed by quinidine-derived tertiary amine-thiourea catalyst was developed via installation of suitable electron withdrawing groups at the amino function of aniline. This strategy led to a one-step preparation of chiral 3-nitro-1,2-dihydroquinolines in high yields and with up to 90% enantiomeric excesses.
引用
收藏
页码:4063 / 4065
页数:3
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