An efficient catalytic enantioselective fluorination of β-ketophosphonates using chiral palladium complexes

被引:95
作者
Hamashima, Y
Suzuki, T
Shimura, Y
Shimizu, T
Umebayashi, N
Tamura, T
Sasamoto, N
Sodeoka, M [1 ]
机构
[1] Tohoku Univ, Inst Multidisciplinary Res Adv Mat, Aoba Ku, Sendai, Miyagi 9808577, Japan
[2] RIKEN, Wako, Saitama 3510198, Japan
基金
日本学术振兴会;
关键词
Pd complex; fluorination; beta-ketophosphonate; asymmetric catalysis;
D O I
10.1016/j.tetlet.2005.01.018
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
On the basis of our Pd enolate chemistry, we have succeeded in developing an efficient catalytic enantioselective fluorination of beta-ketophosphonates. In the presence of chiral Pd complexes 1 (1-10 mol %), various substrates including cyclic and acyclic beta-ketophosphonates underwent the reaction with N-fluorobenzenesulfonimide (NFS1) in EtOH to give the corresponding fluorinated products in a highly enantioselective manner (94-98% ee). (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1447 / 1450
页数:4
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