New chiral monodentate phospholane ligands by highly stereoselective hydrophosphination

被引：18

作者：

Bilenko, Vitaliy

Spannenberg, Anke

Baumann, Wolfgang

Komarov, Igor

Borner, Armin

机构：

[1] Univ Rostock, Leibniz Inst Katalyse, D-18059 Rostock, Germany

[2] Kyiv Taras Shevchenko Univ, UA-01033 Kiev, Ukraine

[3] Univ Rostock, Inst Chem, D-18059 Rostock, Germany

来源：

TETRAHEDRON-ASYMMETRY | 2006年 / 17卷 / 14期

关键词：

D O I：

10.1016/j.tetasy.2006.06.047

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

New chiral phospholanes 6 were prepared in both enantiomeric forms starting from L- and D-tartaric acid. The key step in the synthetic sequence is the double hydrophosphination of unsaturated chiral bis(lactone) 9 by NaPhPH(BH3). This method was used for the first time in the formation of chiral phospholanes. The structure of phospholane 6a was confirmed by X-ray crystallography. sigma-Donor properties of the phospholanes were estimated by measurement of (1)J((PSe)-P-31-Se-77) coupling constants in the corresponding phosphine selenides. The new phospholanes were tested as ligands in the Rh-catalyzed enantioselective hydrogenation of functionalized standard olefins (65-92% ee). (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：2082 / 2087

页数：6

共 41 条

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