Universal strategy for the immobilization of chiral dirhodium catalysts

被引：72

作者：

Davies, HML ^{[1
]}

Walji, AM ^{[1
]}

机构：

[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 14期

关键词：

D O I：

10.1021/ol0508835

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral rhodium(11) catalysts used in asymmetric carbenoid chemistry can be efficiently heterogenized using a novel immobilization strategy. The immobilized catalysts display similar reactivity and stereoselectivity to their homogeneous counterparts and can be effectively recycled with limited loss in stereoselectivity.

引用

收藏

页码：2941 / 2944

页数：4

相关论文

共 25 条

[1]

Davies H. M. L., 2001, ORG REACTIONS, V57, P1

[2] Catalytic enantioselective C-H activation by means of metal-carbenoid-induced C-H insertion [J].

Davies, HML ;

Beckwith, REJ .

CHEMICAL REVIEWS, 2003, 103 (08) :2861-2903

[3] Simple strategy for the immobilization of dirhodium tetraprolinate catalysts using a pyridine-linked solid support [J].

Davies, HML ;

Walji, AM ;

Nagashima, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (13) :4271-4280

[4] Asymmetric intermolecular C-H activation, using immobilized dirhodium tetrakis((S)-N-(dodecylbenzenesulfonyl)-prolinate) as a recoverable catalyst [J].

Davies, HML ;

Walji, AM .

ORGANIC LETTERS, 2003, 5 (04) :479-482

[5]

Doyle M. P., 1998, Modern Catalytic Methods for Organic Synthesis with Diazo Compounds: From Cyclopropanes to Ylides

[6] Recent advances in asymmetric catalytic metal carbene transformations [J].

Doyle, MP ;

Forbes, DC .

CHEMICAL REVIEWS, 1998, 98 (02) :911-935

[7] Catalysts with mixed ligands on immobilized supports. Electronic and steric advantages [J].

Doyle, MP ;

Yan, M ;

Gau, HM ;

Blossey, EC .

ORGANIC LETTERS, 2003, 5 (04) :561-563

[8] Preparation and catalytic properties of immobilized chiral dirhodium(II) carboxamidates [J].

Doyle, MP ;

Timmons, DJ ;

Tumonis, JS ;

Gau, HM ;

Blossey, EC .

ORGANOMETALLICS, 2002, 21 (09) :1747-1749

[9] Dirhodium(II) tetrakis[methyl 2-oxaazetidine-4-carboxylate]: A chiral dirhodium(II) carboxamidate of exceptional reactivity and selectivity [J].

Doyle, MP ;

Davies, SB ;

Hu, WH .

ORGANIC LETTERS, 2000, 2 (08) :1145-1147

[10] Chiral catalysts for enantioselective intermolecular cyclopropanation reactions with methyl phenyldiazoacetate. Origin of the solvent effect in reactions catalyzed by homochiral dirhodium(II) prolinates [J].

Doyle, MP ;

Zhou, QL ;

Charnsangavej, C ;

Longoria, MA ;

McKervey, MA ;

Garcia, CF .

TETRAHEDRON LETTERS, 1996, 37 (24) :4129-4132