Vinylogous Mannich-type reaction catalyzed by an iodine-substituted chiral phosphoric acid

被引:97
作者
Akiyama, Takahiko [1 ]
Honma, Yasuhiro [1 ]
Itoh, Junji [1 ]
Fuchibe, Kohei [1 ]
机构
[1] Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
关键词
addition to imines; amines; asymmetric catalysis; asymmetric synthesis; C-C bond formation; organic catalysis;
D O I
10.1002/adsc.200700521
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
2-Trimethylsiloxyfuran underwent a vinylogous Mannich-type reaction with aldimines under the action of a new chiral phosphoric acid, bearing iodine on the 6,6'-positions of the binaphthyl group, as a chiral Bronsted acid to give gamma-butenolide derivatives bearing an amino functionality with high diastereo- and enantioselectivity.
引用
收藏
页码:399 / 402
页数:4
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