Fluorous chiral bisoxazolines. Synthesis and applications to an asymmetric allylic alkylation

被引:29
作者
Bayardon, J [1 ]
Sinou, D [1 ]
机构
[1] Univ Lyon 1, CNRS, CPE, Lab Synthese Asymetr, F-69622 Villeurbanne, France
关键词
asymmetric alkylation; fluorous bisoxazolines; palladium catalyst;
D O I
10.1016/S0040-4039(02)02851-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The easily accessible fluorous bisoxazolines 3a-b bearing two fluorous ponytails are efficient ligands in the palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenylprop-2-enyl acetate with carbonucleophiles in benzotrifluoride or CH2Cl2, enantioselectivities of up to 95% being obtained. The ligand is easily separated from the reaction mixture by simple extraction with a fluorous solvent. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1449 / 1451
页数:3
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