Catalytic enantioselective aryl transfer:: asymmetric addition of diphenylzinc to aldehydes

被引：127

作者：

Bolm, C ^{[1
]}

Muñiz, K ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

CHEMICAL COMMUNICATIONS | 1999年 / 14期

关键词：

D O I：

10.1039/a903884a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The asymmetric addition of diphenylzinc to aldehydes in the presence of catalytic amounts of a planar chiral ferrocene-based hydroxy oxazoline affords products with enantiomeric excesses of up to 96%.

引用

页码：1295 / 1296

页数：2

共 25 条

[1] Nonlinear stereochemical effects in asymmetric reactions [J].

Avalos, M ;

Babiano, R ;

Cintas, P ;

Jimenez, JL ;

Palacios, JC .

TETRAHEDRON-ASYMMETRY, 1997, 8 (18) :2997-3017

[2] CATALYZED ENANTIOSELECTIVE ALKYLATION OF ALDEHYDES [J].

BOLM, C ;

SCHLINGLOFF, G ;

HARMS, K .

CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (05) :1191-1203

[3] OPTICALLY-ACTIVE BIPYRIDINES IN ASYMMETRIC CATALYSIS [J].

BOLM, C ;

ZEHNDER, M ;

BUR, D .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (02) :205-207

[4] On the role of planar chirality in asymmetric catalysis:: A study toward appropriate ferrocene ligands for diethylzinc additions [J].

Bolm, C ;

Muñiz-Fernández, K ;

Seger, A ;

Raabe, G ;

Günther, K .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (22) :7860-7867

[5]

BOLM C, IN PRESS ORG LETT

[6]

BOLM C, 1998, ORGANIC SYNTHESIS HI, V3, P79

[7]

Bolm C, 1996, Advanced Asymmetric Synthesis, P9

[8] Catalytic asymmetric addition of ZnPh2 to ketones:: Enantioselective formation of quaternary stereocenters [J].

Dosa, PI ;

Fu, GC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (02) :445-446

[9] Planar-chiral heterocycles as ligands in metal-catalyzed processes: Enantioselective addition of organozinc reagents to aldehydes [J].

Dosa, PI ;

Ruble, JC ;

Fu, GC .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (03) :444-445

[10]

FERNANDEZ KM, 1999, THESIS RWTH AACHEN

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