Component match in rhodium catalyzed three-component reactions of ethyl diazoacetate, H2O and aryl imines: a highly diastereoselective one-step synthesis of β-aryl isoserine derivatives

被引：20

作者：

Guo, Zhenqiu ^{[1
]}

Shi, Taoda ^{[1
]}

Jiang, Jun ^{[1
]}

Yang, Liping ^{[1
]}

Hu, Wenhao ^{[1
]}

机构：

[1] E China Normal Univ, Dept Chem, Shanghai 200062, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2009年 / 7卷 / 23期

基金：

美国国家科学基金会;

关键词：

SIDE-CHAIN; ASYMMETRIC-SYNTHESIS; 1,3-DICARBONYL COMPOUNDS; DIAZO-COMPOUNDS; ESTER FORMATION; OXONIUM YLIDE; EFFICIENT; ALCOHOLS; TAXOL; AMINES;

D O I：

10.1039/b915013g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Water and ethyl diazoacetate were found to be matched components for generating highly reactive nucleophilic oxonium ylide in the presence of a dirhodium acetate catalyst. Simultaneous trapping of the oxonium ylide intermediate with aryl imines gave beta-aryl isoserine derivatives with high diastereoselectivity.

引用

页码：5028 / 5033

页数：6

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