Enantioselective Pd-catalyzed allylic amination with self-assembling and non-assembling monodentate phosphine ligands

被引:38
作者
Birkholz, Mandy-Nicole
Dubrovina, Natalia V.
Shuklov, Ivan A.
Holz, Jens
Paciello, Rocco
Waloch, Christoph
Breit, Bernhard [1 ]
Boerner, Armin
机构
[1] Univ Freiburg, Inst Organ Chem & Biochem, D-79104 Freiburg, Germany
[2] Univ Rostock e V, Leibniz Inst Katalyse, D-18059 Rostock, Germany
[3] BASF AG, GCB O M313, D-67059 Ludwigshafen, Germany
[4] Univ Rostock, Inst Chem, D-18059 Rostock, Germany
关键词
D O I
10.1016/j.tetasy.2007.08.026
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
New chiral phospholanes were prepared by coupling of bromo-substituted heterocycles with the enantiopure, building block (2R,5R)-2,5-dimethyl-1-chlorophospholane. Some of the new phosphine ligands have the potential for self-assembling via hydrogen bondings in a metal complex. By application of these and related ligands in the palladium catalyzed allylic amination reaction, high enantioselectivities (up to 99%) were achieved. The influence of the construction of the cyclic phosphine ligands on the en antioselectivity is analyzed. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2055 / 2060
页数:6
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