Novel chiral bis(oxazolines): synthesis and application as ligands in the copper-catalyzed enantioselective conjugate addition of diethylzinc to enones

被引：17

作者：

Barros, MT ^{[1
]}

Maycock, CD

Phillips, AMF

机构：

[1] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, REQUIMTE, P-2829516 Monte De Caparica, Portugal

[2] Univ Nova Lisboa, Inst Tecnol Quim & Biol, P-2780 Oeiras, Portugal

来源：

TETRAHEDRON-ASYMMETRY | 2005年 / 16卷 / 17期

关键词：

D O I：

10.1016/j.tetasy.2005.07.021

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Novel chiral C-2-symmetric bis(oxazolines) were prepared from tartaric acid. They were applied as ligands in the copper-catalyzed conjugate addition of diethylzinc to chalcone and 2-cyclohexenone. Maximum enantiomeric excesses of 50% and 53% were obtained, respectively. The sense of induction was found to depend on the configuration of the stereogenic centre in the oxazoline ring, and not on the stereogenic centres of the 1,4-dioxane backbone. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2946 / 2953

页数：8

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