Bis-paracyclophane N-heterocyclic carbene-ruthenium catalyzed asymmetric ketone hydrosilylation

被引：66

作者：

Song, C

Ma, CQ

Ma, YD ^{[1
]}

Feng, WH

Ma, ST

Chai, Q

Andrus, MB

机构：

[1] Brigham Young Univ, Dept Chem & Biochem, Provo, UT 84602 USA

[2] Shandong Univ, Coll Chem, Jinan 250100, Peoples R China

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 18期

关键词：

hydrosilylation; paracyclophane; asymmetric catalysis;

D O I：

10.1016/j.tetlet.2005.03.026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New chiral bis-paracyclophane N-heterocyclic carbene (NHC) ligands 1-3 have been explored for ruthenium catalyzed asymmetric hydrosilylation of ketones using diphenylsilane to give enantioenriched alcohols. These ligands provide for efficient asymmetric reduction in the presence of silver(I) triflate (1 mol%) at room temperature with high reactivity and selectivity. Acetophenone 4 was reduced with 1 mol% catalyst in 96% isolated yield, 97% ee. Following removal of the silyl ether, various alcohols 5 were obtained from aromatic ketones in high yield and selectivity. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：3241 / 3244

页数：4

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