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

页码：1149 / 1155

页数：7

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