Catalyst selection for metal carbene transformations

被引：57

作者：

Timmons, DJ ^{[1
]}

Doyle, MP ^{[1
]}

机构：

[1] Univ Arizona, Dept Chem, Tucson, AZ 85721 USA

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2001年 / 617卷 / 01期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

dirhodium(II) carboxamidates; metal carbene; asymmetric catalysis; diazo compound; cyclopropanation; insertion;

D O I：

10.1016/S0022-328X(00)00637-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Recent work has led to a greater understanding of the unique catalytic capabilities of chiral dirhodium(II) carboxamidates. High levels of product control, especially enantioselectivity, can be achieved with these catalysts in a wide variety of metal carbene transformations. Catalyst selection is the key to these applications that include addition, insertion, and ylide processes. Often two chiral dirhodium(II) carboxamidate catalysts applied to the same substrate provide exceptional selectivity, but for different products. (C) 2001 Published by Elsevier Science B.V.

引用

收藏

页码：98 / 104

页数：7

相关论文

共 44 条

[31] DIRHODIUM(II) TETRAKIS[N,N-DIMETHYL-2-PYRROLIDONE-5(S)-CARBOXAMIDE] - STRUCTURAL EFFECTS ON ENANTIOSELECTION IN METAL CARBENE TRANSFORMATIONS [J].

DOYLE, MP ;

WINCHESTER, WR ;

SIMONSEN, SH ;

GHOSH, R .

INORGANICA CHIMICA ACTA, 1994, 220 (1-2) :193-199

[32] Optimization of enantiocontrol in cis-selective cyclopropanation reactions catalyzed by dirhodium(II) tetrakis[alkyl 2-oxaazetidine-4(S)-carboxylates] [J].

Doyle, MP ;

Davies, SB ;

Hu, WH .

CHEMICAL COMMUNICATIONS, 2000, (10) :867-868

[33]

DOYLE MP, 1998, CATALYSIS DI POLYNUC, pCH7

[34] Co(III)-salen catalyzed carbenoid reaction: Stereoselective [2,3]sigmatropic rearrangement of S-ylides derived from allyl aryl sulfides [J].

Fukuda, T ;

Katsuki, T .

TETRAHEDRON LETTERS, 1997, 38 (19) :3435-3438

[35] Enantiocontrol in tandem carbonyl ylide formation and intermolecular 1,3-dipolar cycloaddition of α-diazo ketones mediated by chiral dirhodium(II) carboxylate catalyst [J].

Kitagaki, S ;

Anada, M ;

Kataoka, O ;

Matsuno, K ;

Umeda, C ;

Watanabe, N ;

Hashimoto, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (06) :1417-1418

[36]

Kitagaki S, 1997, SYNLETT, P1171

[37] SYNTHETIC APPLICATIONS OF THE O-H INSERTION REACTIONS OF CARBENES AND CARBENOIDS DERIVED FROM DIAZOCARBONYL AND RELATED DIAZO-COMPOUNDS [J].

MILLER, DJ ;

MOODY, CJ .

TETRAHEDRON, 1995, 51 (40) :10811-10843

[38] ENANTIOSELECTIVITY AND CIS/TRANS-SELECTIVITY IN DIRHODIUM(II)-CATALYZED ADDITION OF DIAZOACETATES TO OLEFINS [J].

MULLER, P ;

BAUD, C ;

ENE, D ;

MOTALLEBI, S ;

DOYLE, MP ;

BRANDES, BD ;

DYATKIN, AB ;

SEE, MM .

HELVETICA CHIMICA ACTA, 1995, 78 (02) :459-470

[39] Co(II)-salen-catalyzed highly cis- and enantioselective cyclopropanation [J].

Niimi, T ;

Uchida, T ;

Irie, R ;

Katsuki, T .

TETRAHEDRON LETTERS, 2000, 41 (19) :3647-3651

[40] CHIRAL RUTHENIUM(II)-BIS(2-OXAZOLIN-2-YL) PYRIDINE COMPLEXES - ASYMMETRIC CATALYTIC CYCLOPROPANATION OF OLEFINS AND DIAZOACETATES [J].

NISHIYAMA, H ;

ITOH, Y ;

SUGAWARA, Y ;

MATSUMOTO, H ;

AOKI, K ;

ITOH, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1995, 68 (05) :1247-1262

← 1 2 3 4 5 →