Binaphthyl-Modified Quaternary Phosphonium Salts as Chiral Phase Transfer Catalysts: Application to Asymmetric Amination of β-Keto Esters

被引:44
|
作者
He, Rongjun [1 ]
Maruoka, Keiji [1 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan
来源
SYNTHESIS-STUTTGART | 2009年 / 13期
关键词
amination; asymmetric synthesis; phase-transfer catalysis; phosphonium salts; SUBSTITUTED ALPHA-CYANOACETATES; ALDOSE REDUCTASE INHIBITOR; ELECTROPHILIC AMINATION; AS-3201; ALKYLATION;
D O I
10.1055/s-0029-1216848
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A chiral quaternary tetraatkylphosphonium salt has been successfully utilized for the first time as a phase-transfer catalyst for asymmetric amination of beta-keto esters in high yield with high ee. Asymmetric amination of a cyclic five-mernbered beta-keto ester is a valuable method for preparing a key intermediate for asymmetric synthesis of aldose reductase inhibitor AS-3201 (Ranirestat).
引用
收藏
页码:2289 / 2292
页数:4
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