A P*-chiral bisdiamidophosphite ligand with a 1,4:3,6-dianhydro-D-mannite backbone and its application in asymmetric catalysis

被引：23

作者：

Gavrilov, Konstantin N. ^{[1
]}

Zheglov, Sergey V. ^{[1
]}

Vologzhanin, Pavel A. ^{[1
]}

Maksimova, Marina G. ^{[1
]}

Safronov, Anton S. ^{[2
]}

Lyubimov, Sergey E. ^{[2
]}

Davankov, Vadim A. ^{[2
]}

Schaeffner, Benjamin ^{[3
]}

Boerner, Armin ^{[3
]}

机构：

[1] Ryazan State Univ, Dept Chem, Ryazan 390000, Russia

[2] Russian Acad Sci, Inst Organoelement Cpds, Moscow 119991, Russia

[3] Univ Rostock, Leibniz Inst Katalyse, D-18095 Rostock, Germany

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 19期

基金：

俄罗斯基础研究基金会;

关键词：

asymmetric reactions; phosphorus ligands; rhodium; hydrogenation; palladium; amination;

D O I：

10.1016/j.tetlet.2008.03.042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel readily available P,P-bidentate diamidophosphite ligand with P*-stereocentres is prepared from an inexpensive C(2)-symmetric 1,4:3,6-dianhydro-D-mannite. By using this efficient ligand, up to 98% ee is achieved in Pd-catalysed asymmetric allylic alkylation, up to 92% ee in Pd-catalysed asymmetric allylic amination and up to 87% ee in Rh-catalysed asymmetric hydrogenation. The influence of the precatalyst, substrate and solvent on the enantio selectivity is discussed. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：3120 / 3123

页数：4

共 29 条

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