ASYMMETRIC INTERMOLECULAR N-H INSERTION REACTION OF PHENYLDIAZOACETATES WITH ANILINES CATALYZED BY ACHIRAL DIRHODIUM(II) CARBOXYLATES AND CINCHONA ALKALOIDS

被引：30
|
作者：
Saito, Hiroaki [1 ]
Uchiyama, Taketo [1 ]
Miyake, Muneharu [1 ]
Anada, Masahiro [2 ]
Hashimoto, Shunichi [2 ]
Takabatake, Tohru [1 ]
Miyairi, Shinichi [1 ]
机构：
[1] Nihon Univ, Sch Pharm, Funabashi, Chiba 2748555, Japan
[2] Hokkaido Univ, Fac Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
来源：
HETEROCYCLES | 2010年 / 81卷 / 05期
关键词：
ALPHA-DIAZOCARBONYL COMPOUNDS; CHIRAL LEWIS-ACIDS; DIAZO-COMPOUNDS; ENANTIOSELECTIVE INSERTION; 3-COMPONENT REACTIONS; METAL CARBENES; BONDS; 2-BENZOPYRYLIUM-4-OLATE; COMPLEXES; ALDEHYDES;
D O I：
10.3987/COM-10-11930
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Asymmetric N-H insertion of phenyldiazoacetates with anilines catalyzed cooperatively by achiral dirhodium(II) carboxylates and cinchona alkaloids is described. A new catalytic system of dirhodium(II) tetrakis(triphenylacetate), Rh(2)(TPA)(4), and dihydrocinchonine provides phenylglycine derivatives in up to 71% ee.
引用
收藏
页码：1149 / 1155
页数：7
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