Rationally designed improvement of the bis(phospholano)ethane ligand for asymmetric hydrogenation leads to a reappraisal of the factors governing the enantioselectivity of Duphos catalysts

被引：33

作者：

Fernandez, E

Gillon, A

Heslop, K

Horwood, E

Hyett, DJ

Orpen, AG

Pringle, PG

机构：

[1] Univ Bristol, Sch Chem, Bristol, Avon, England

[2] Univ Rovira & Virgili, Dept Quim Fis Inorgan, Tarragona, Spain

来源：

CHEMICAL COMMUNICATIONS | 2000年 / 17期

关键词：

D O I：

10.1039/b002994g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enhancement of enantioselectivity in hydrogenations catalysed by delta vs. lambda rhodium chelate complexes of trans-1,2-bis(phospholano)cyclopentanes cannot be rationalised using the current quadrant model for Duphos ligands and therefore a new consistent model is suggested.

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收藏

页码：1663 / 1664

页数：2

相关论文

共 12 条

[1] THE STEREOCHEMISTRY OF ENAMIDE INTERMEDIATES IN DUPHOS-RH(I) CATALYZED ASYMMETRIC HYDROGENATION [J].

ARMSTRONG, SK ;

BROWN, JM ;

BURK, MJ .

TETRAHEDRON LETTERS, 1993, 34 (05) :879-882

[2] NEW CHIRAL PHOSPHOLANES - SYNTHESIS, CHARACTERIZATION, AND USE IN ASYMMETRIC HYDROGENATION REACTIONS [J].

BURK, MJ ;

FEASTER, JE ;

HARLOW, RL .

TETRAHEDRON-ASYMMETRY, 1991, 2 (07) :569-592

[3] C2-SYMMETRICAL BIS(PHOSPHOLANES) AND THEIR USE IN HIGHLY ENANTIOSELECTIVE HYDROGENATION REACTIONS [J].

BURK, MJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (22) :8518-8519

[4] PREPARATION AND USE OF C2-SYMMETRICAL BIS(PHOSPHOLANES) - PRODUCTION OF ALPHA-AMINO-ACID DERIVATIVES VIA HIGHLY ENANTIOSELECTIVE HYDROGENATION REACTIONS [J].

BURK, MJ ;

FEASTER, JE ;

NUGENT, WA ;

HARLOW, RL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) :10125-10138

[5] Modular phospholane ligands in asymmetric catalysis [J].

Burk, MJ .

ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (06) :363-372

[6] NEW CHIRAL 1,1'-BIS(PHOSPHOLANO)FERROCENE LIGANDS FOR ASYMMETRIC CATALYSIS [J].

BURK, MJ ;

GROSS, MF .

TETRAHEDRON LETTERS, 1994, 35 (50) :9363-9366

[7] NEW ELECTRON-RICH CHIRAL PHOSPHINES FOR ASYMMETRIC CATALYSIS [J].

BURK, MJ ;

FEASTER, JE ;

HARLOW, RL .

ORGANOMETALLICS, 1990, 9 (10) :2653-2655

[8] Asymmetric catalytic routes to chiral building blocks of medicinal interest [J].

Burk, MJ ;

Gross, MF ;

Harper, TGP ;

Kalberg, CS ;

Lee, JR ;

Martinez, JP .

PURE AND APPLIED CHEMISTRY, 1996, 68 (01) :37-44

[9] Bis(phospholane) ligands containing chiral backbones.: Matching and mismatching effects in enantioselective hydrogenation of α-keto esters [J].

Burk, MJ ;

Pizzano, A ;

Martín, JA ;

Liable-Sands, LM ;

Rheingold, AL .

ORGANOMETALLICS, 2000, 19 (03) :250-260

[10] OLIGOPHOSPHINE LIGANDS .39. (1S,2S)-TRANS-CYCLOPENTANE-1,2-DIYL-BIS(PHOSPHINE), C5H8(PH2)(2), BY REDUCTION OF A DIASTEREOMERICALLY PURE CYCLOPENTANEDIYL-BIS(DIOXAPHOSPHOLANE) [J].

ECKERT, C ;

DAHLENBURG, L ;

WOLSKI, A .

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1995, 50 (07) :1004-1008