Aminophosphine-oxazoline and phosphoramidite-oxazoline ligands and their application in asymmetric catalysis

被引：38

作者：

Bronger, Raymond P. J. ^{[1
]}

Guiry, Patrick J. ^{[1
]}

机构：

[1] Univ Coll Dublin, Sch Chem & Chem Biol, Conway Inst Biomol & Biomed Res, Ctr Synth & Chem Biol, Dublin 4, Ireland

来源：

TETRAHEDRON-ASYMMETRY | 2007年 / 18卷 / 09期

关键词：

D O I：

10.1016/j.tetasy.2007.04.020

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The synthesis of a novel series of aminophosphine-oxazoline and phosphoramidite-oxazoline is described. The efficacy of these aminophosphine-oxazoline ligands was investigated in the palladium catalysed asymmetric allylic alkylation of 1,3-diphenylprop-2-enyl acetate leading to a maximum of 38% ee at 64% conversion. Phosphoramidite-oxazoline ligands, however, gave ees of up to 87% at 71% conversion in the same reaction and also proved to be effective in the palladium catalysed asymmetric Suzuki coupling between 2-methylnaphthylboronic acid and 1-bromonaphthalene, leading to a maximum of 46% ee in 54% isolated yield at room temperature. (C) 2007 Published by Elsevier Ltd.

引用

页码：1094 / 1102

页数：9

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