A one-step, enantioselective reduction of ethyl nicotinate to ethyl nipecotinate using a constrained, chiral, heterogeneous catalyst

被引：154

作者：

Raynor, SA

Thomas, JM

Raja, R

Johnson, BFG

Bell, RG

Mantle, MD

机构：

[1] UCL Royal Inst Great Britain, Davy Faraday Res Lab, London W1X 4BS, England

[2] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

[3] Univ Cambridge, Dept Chem Engn, Cambridge CB2 3QZ, England

来源：

CHEMICAL COMMUNICATIONS | 2000年 / 19期

关键词：

D O I：

10.1039/b005689h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A chiral catalyst derived from 1,1'-bis(diphenylphosphino)ferrocene and anchored within MCM-41 displays remarkable increases in both enantioselectivity and activity, in the hydrogenation of ethyl nicotinate to ethyl nipecotinate, when compared to an analogous homogeneous model compound.

引用

收藏

页码：1925 / 1926

页数：2

相关论文

共 16 条

[1]

BLAZER HU, 1999, J MOLC ATAL A, V139, P253

[2] Diastereoselective hydrogenations of unsymmetrically substituted aromatics [J].

Exl, C ;

Ferstl, E ;

Honig, H ;

RogiKohlenprath, R .

CHIRALITY, 1995, 7 (04) :211-218

[3] SILSESQUIOXANES AS MODELS FOR SILICA SURFACES [J].

FEHER, FJ ;

NEWMAN, DA ;

WALZER, JF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (05) :1741-1748

[4] PREPARATION AND RESOLUTION OF N,N-DIMETHYL-ALPHA-FERROCENYLETHYLAMINE ADVANCED ORGANIC EXPERIMENT [J].

GOKEL, GW ;

UGI, IK .

JOURNAL OF CHEMICAL EDUCATION, 1972, 49 (04) :294-&

[5] ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-TRANSITION METAL-COMPLEXES .1. PREPARATION OF CHIRAL FERROCENYLPHOSPHINES [J].

HAYASHI, T ;

MISE, T ;

FUKUSHIMA, M ;

KAGOTANI, M ;

NAGASHIMA, N ;

HAMADA, Y ;

MATSUMOTO, A ;

KAWAKAMI, S ;

KONISHI, M ;

YAMAMOTO, K ;

KUMADA, M .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1980, 53 (04) :1138-1151

[6] Superior performance of a chiral catalyst confined within mesoporous silica [J].

Johnson, BFG ;

Raynor, SA ;

Shephard, DS ;

Mashmeyer, T ;

Thomas, JM ;

Sankar, G ;

Bromley, S ;

Oldroyd, R ;

Gladden, L ;

Mantle, MD .

CHEMICAL COMMUNICATIONS, 1999, (13) :1167-1168

[7]

LAINE RM, 1981, STUD SURF SCI CATAL, V7, P1478

[8] HETEROGENEOUS CATALYSTS OBTAINED BY GRAFTING METALLOCENE COMPLEXES ONTO MESOPOROUS SILICA [J].

MASCHMEYER, T ;

REY, F ;

SANKAR, G ;

THOMAS, JM .

NATURE, 1995, 378 (6553) :159-162

[9]

MASCHMEYER T, 1995, UNPUB ANN PROGR M DA

[10] STEREOSELECTIVE REDUCTION OF DISUBSTITUTED AROMATICS ON COLLOIDAL RHODIUM [J].

NASAR, K ;

FACHE, F ;

LEMAIRE, M ;

BEZIAT, JC ;

BESSON, M ;

GALLEZOT, P .

JOURNAL OF MOLECULAR CATALYSIS, 1994, 87 (01) :107-115