The synthesis of silica-supported chiral BINOL: Application in Ti-catalyzed asymmetric addition of diethylzinc to aldehydes

被引：25

作者：

Pathak, Kavita ^{[1
]}

Ahmad, Irshad ^{[1
]}

Abdi, Sayed H. R. ^{[1
]}

Kureshy, Rukhsana I. ^{[1
]}

Khan, Noor-ul H. ^{[1
]}

Jasra, Raksh V. ^{[1
]}

机构：

[1] Cent Salt & Marine Chem Res Inst, Discipline Inorgan Mat & Catalysis, Bhavnagar 364002, Gujarat, India

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2008年 / 280卷 / 1-2期

关键词：

silica supported BINOL; asymmetric addition; diethylzinc; mesoporous silica; aldehydes;

D O I：

10.1016/j.molcata.2007.10.034

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Chiral BINOL was covalently anchored on two different pore sized mesoporous silica (SBA- 15 (7.5 nm) and MCF (14 nm)). These heterogenized ligands were used in Ti-catalyzed asymmetric addition of diethylzinc to aldehydes. High catalytic activity with excellent enantioselectivity (up to 94% ee) for secondary alcohols was achieved using MCF supported chiral BINOL under heterogeneous reaction conditions. Good to excellent enantioselectivity (ee, 68-91%) was also achieved with various small to bulkier aldehydes. The MCF supported catalyst was reused in multiple catalytic runs without loss of enantioselectivity. (C) 2007 Elsevier B.V. All rights reserved.

引用

页码：106 / 114

页数：9

共 63 条

[41] Recyclable fluorous chiral ligands and catalysts: asymmetric addition of diethylzinc to aromatic aldehydes catalyzed by fluorous BINOL-Ti complexes [J].