Privileged chiral catalysts

被引：1274

作者：

Yoon, TP ^{[1
]}

Jacobsen, EN ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA

来源：

SCIENCE | 2003年 / 299卷 / 5613期

关键词：

D O I：

10.1126/science.1083622

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

One of the most active current areas of chemical research is centered on how to synthesize handed (chiral) compounds in a selective manner, rather than as mixtures of mirror-image forms (enantiomers) with different three-dimensional structures (stereochemistries). Nature points the way in this endeavor: different enantiomers of a given biomolecule can exhibit dramatically different biological activities, and enzymes have therefore evolved to catalyze reactions with exquisite selectivity for the formation of one enantiomeric form over the other. Drawing inspiration from these natural catalysts, chemists have developed a variety of synthetic small-molecule catalysts that can achieve levels of selectivity approaching, and in some cases matching, those observed in enzymatic reactions.

引用

页码：1691 / 1693

页数：3

共 24 条

[1] ENANTIOSELECTIVE SYNTHESIS USING CHIRAL HETEROGENEOUS CATALYSTS [J].

BLASER, HU .

TETRAHEDRON-ASYMMETRY, 1991, 2 (09) :843-866

[2] A highly enantioselective catalytic desymmetrization of cyclic anhydrides with modified cinchona alkaloids [J].

Chen, YG ;

Tian, SK ;

Deng, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (39) :9542-9543

[3] A rational approach to catalytic enantioselective enolate alkylation using a structurally rigidified and defined chiral quaternary ammonium salt under phase transfer conditions [J].

Corey, EJ ;

Xu, F ;

Noe, MC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (50) :12414-12415

[4] EFFICIENT CATALYTIC ASYMMETRIC ALKYLATIONS .1. ENANTIOSELECTIVE SYNTHESIS OF (+)-INDACRINONE VIA CHIRAL PHASE-TRANSFER CATALYSIS [J].

DOLLING, UH ;

DAVIS, P ;

GRABOWSKI, EJJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (02) :446-447

[5] METHODS FOR DRUG DISCOVERY - DEVELOPMENT OF POTENT, SELECTIVE, ORALLY EFFECTIVE CHOLECYSTOKININ ANTAGONISTS [J].

EVANS, BE ;

RITTLE, KE ;

BOCK, MG ;

DIPARDO, RM ;

FREIDINGER, RM ;

WHITTER, WL ;

LUNDELL, GF ;

VEBER, DF ;

ANDERSON, PS ;

CHANG, RSL ;

LOTTI, VJ ;

CERINO, DJ ;

CHEN, TB ;

KLING, PJ ;

KUNKEL, KA ;

SPRINGER, JP ;

HIRSHFIELD, J .

JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (12) :2235-2246

[6] A HETEROGENEOUS LIGAND-ACCELERATED REACTION - ENANTIOSELECTIVE HYDROGENATION OF ETHYL PYRUVATE CATALYZED BY CINCHONA-MODIFIED PT/AL2O3 CATALYSTS [J].

GARLAND, M ;

BLASER, HU .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (19) :7048-7050

[7] On the mechanism of asymmetric nucleophilic ring-opening of epoxides catalyzed by (salen)Cr-III complexes [J].

Hansen, KB ;

Leighton, JL ;

Jacobsen, EN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (44) :10924-10925

[8]

Jacobsen E. N., 1999, COMPREHENSIVE ASYMME, V1- 3

[9] HIGHLY ENANTIOSELECTIVE EPOXIDATION CATALYSTS DERIVED FROM 1,2-DIAMINOCYCLOHEXANE [J].

JACOBSEN, EN ;

ZHANG, W ;

MUCI, AR ;

ECKER, JR ;

DENG, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (18) :7063-7064

[10] Asymmetric catalysis of epoxide ring opening reactions [J].

Jacobsen, EN .

ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (06) :421-431

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