Asymmetric Hydrosilylation of Ketones Catalyzed by Magnetically Recoverable and Reusable Copper Ferrite Nanoparticles

被引：96

作者：

Kantam, M. Lakshmi ^{[1
]}

Yadav, Jagjit ^{[1
]}

Laha, Soumi ^{[1
]}

Srinivas, Pottabathula ^{[1
]}

Sreedhar, Bojja ^{[1
]}

Figueras, F. ^{[2
]}

机构：

[1] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India

[2] Inst Rech Catalyse & Environm Lyon, F-69626 Villeurbanne, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 12期

关键词：

CROSS-COUPLING REACTIONS; TRANSFER HYDROGENATION; CONJUGATE REDUCTION; ENANTIOSELECTIVE HYDROSILYLATION; ARYL KETONES; COMPLEXES; EFFICIENT; LIGANDS; RHODIUM; PARTICLES;

D O I：

10.1021/jo9002823

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein we present magnetically recoverable and reusable copper ferrite nanoparticles for asymmetric hydrosilylation of several ketones. Up to 99% enantiometric excess was obtained at room temperature using polymethylhydrosiloxane as the stoichiometric reducing agent. The copper ferrite nanoparticles were magnetically separated, and the efficiency of the catalyst remains almost unaltered up to three cycles.

引用

页码：4608 / 4611

页数：4

共 48 条

[1] Asymmetric conjugate reduction of α,β-unsaturated esters using a chiral phosphine-copper catalyst [J].

Appella, DH ;

Moritani, Y ;

Shintani, R ;

Ferreira, EM ;

Buchwald, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (40) :9473-9474

[2]

Astleford B. A., 1997, CHIRALITY IND, P99

[3] [Zinc-diamine]-catalyzed hydrosilylation of ketones in methanol. New developments and mechanistic insights [J].

Bette, V ;

Mortreux, A ;

Savoia, D ;

Carpentier, JF .

ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (2-3) :289-302

[4] Axially chiral bidentate N-heterocyclic carbene ligands derived from BINAM: rhodium and iridium complexes in asymmetric ketone hydrosilylation [J].

Chianese, AR ;

Crabtree, RH .

ORGANOMETALLICS, 2005, 24 (18) :4432-4436

[5] Nanocrystalline MgO for asymmetric Henry and Michael reactions [J].

Choudary, BM ;

Ranganath, KVS ;

Pal, U ;

Kantam, ML ;

Sreedhar, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (38) :13167-13171

[6] Synthesis of novel axially chiral Rh-NHC complexes derived from BINAM and application in the enantioselective hydrosilylation of methyl ketones [J].

Duan, WL ;

Shi, M ;

Rong, GB .

CHEMICAL COMMUNICATIONS, 2003, (23) :2916-2917

[7] Application of chiral mixed phosphorus/sulfur ligands to enantioselective rhodium-catalyzed dehydroamino acid hydrogenation and ketone hydrosilylation processes [J].

Evans, DA ;

Michael, FE ;

Tedrow, JS ;

Campos, KR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (12) :3534-3543

[8] Ruthenium(II)-catalyzed asymmetric transfer hydrogenation of ketones using a formic acid-triethylamine mixture [J].

Fujii, A ;

Hashiguchi, S ;

Uematsu, N ;

Ikariya, T ;

Noyori, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (10) :2521-2522

[9] A modular assembly of chiral oxazolinylcarbene-rhodium complexes:: Efficient phosphane-free catalysts for the asymmetric hydrosilylation of dialkyl ketones [J].

Gade, LH ;

César, V ;

Bellemin-Laponnaz, S .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (08) :1014-1017

[10] CATALYTIC ASYMMETRIC HYDROSILATION OF ARYL ALKYL KETONES WITH C-2-SYMMETRICAL CHIRAL METALLOCENE COMPLEXES [J].

HALTERMAN, RL ;

RAMSEY, TM ;

CHEN, ZL .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (09) :2642-2644

← 1 2 3 4 5 →