Pd-catalyzed asymmetric reactions using resorcinol- and hydroquinone-based P*,P*-bidentate diamidophosphites

被引：14
|
作者：
Gavrilov, Konstantin N. [1 ]
Zheglov, Sergey V. [1 ]
Shiryaev, Alexei A. [1 ]
Groshkin, Nikolay N. [1 ]
Rastorguev, Eugenie A. [2 ]
Benetskiy, Eduard B. [2 ]
Davankov, Vadim A. [2 ]
机构：
[1] Ryazan State Univ, Dept Chem, Ryazan 390000, Russia
[2] Russian Acad Sci, Inst Organoelement Cpds, Moscow 119991, Russia
来源：
TETRAHEDRON LETTERS | 2011年 / 52卷 / 09期
基金：
俄罗斯基础研究基金会;
关键词：
Asymmetric allylic substitution; Desymmetrization; Palladium; Phosphorus ligands; Diamidophosphites; ALLYLIC SUBSTITUTION; PINCER COMPLEXES; PHOSPHORUS LIGANDS; EFFICIENT LIGANDS; HYDROGENATION; ALLYLATION; HYDROFORMYLATION; SULFONIMINES; LIBRARIES;
D O I：
10.1016/j.tetlet.2010.11.111
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Readily available isomeric bisdiamidophosphites with P*-stereocentres have been prepared using resorcinol and hydroquinone as simple and cheap starting materials. Palladium catalytic systems containing these P*,P*-bidentate ligands afforded 99% and 70% ees in asymmetric allylic substitution and desymmetrization processes, respectively. The influence of the precatalyst, substrate, nucleophile, and solvent on the enantioselectivity is discussed. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：964 / 968
页数：5
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