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

被引：187
作者：
He, Rongjun [1 ]
Wang, Xisheng [1 ]
Hashimoto, Takuya [1 ]
Maruoka, Keiji [1 ]
机构：
[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 49期
关键词：
amination; asymmetric synthesis; phase-transfer catalysis; phosphonium salts; synthetic methods;
D O I：
10.1002/anie.200804140
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) A reliable phosphonium-based PTC: For the first time a chiral quaternary tetraalkylphosphonium salt has successfully been used as a phase-transfer catalyst (PTC) for asymmetric amination of β-keto esters, in high yield and with high ee (see scheme). Asymmetric amination of a cyclic five-membered β-keto ester is a valuable method for preparing a key intermediate for asymmetric synthesis of aldose reductase inhibitor AS-3201 (Ranirestat). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：9466 / 9468
页数：3
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