Chiral Organocatalyzed Intermolecular Rauhut-Currier Reaction of Nitroalkenes with Ethyl Allenoate

被引:6
|
作者
Takizawa, Shinobu [1 ]
Sako, Makoto [1 ]
Kishi, Kenta [1 ]
Shigenobu, Masashi [1 ]
Vo-Thanh, Giang [2 ]
Sasai, Hiroaki [1 ]
机构
[1] Osaka Univ, ISIR, Ibaraki, Osaka 5670047, Japan
[2] Univ Paris Saclay, Univ Paris Sud, Lab Catalyse Mol, ICMMO,UMR8182, F-91405 Orsay, France
关键词
Rauhut-Currier reaction; chiral organocatalysis; nitroalkene; alpha-functionalized allenoate; MORITA-BAYLIS-HILLMAN; ROUTE;
D O I
10.1248/cpb.c17-00554
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
An enantioselective intermolecular Rauhut-Currier (RC) reaction of nitroalkenes with ethyl allenoate has been established with quinidine-derived beta-isocupreidine. The present RC reaction afforded alpha-functionalized allenoates 3 in up to 94% yield with 59% enantiomeric excess (ee).
引用
收藏
页码:997 / 999
页数:3
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