Enantioselective conjugate addition of diethylzinc to cyclic enones catalyzed by chiral copper complexes containing a new phosphorus ligand with an H8-binaphthoxy moiety

被引：63

作者：

Zhang, FY

Chan, ASC ^{[1
]}

机构：

[1] Hong Kong Polytech Univ, Union Lab Asymmetr Synthesis, Hong Kong, Peoples R China

[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 07期

关键词：

D O I：

10.1016/S0957-4166(98)00092-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new chiral phosphorus amidite ligand with an H-8-binaphthoxy moiety was synthesized and applied to the copper-catalyzed asymmetric conjugate addition of diethylzinc to cyclic enones with high enantioselectivity. The results gave support to the generality of the advantage of the sterically more demanding H-8-binaphthyl backbone in biaryl chiral ligands. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：1179 / 1182

页数：4

相关论文

共 19 条

[1] Asymmetric conjugate addition of diethyl zinc to enones with tartrate chiral phosphite ligands [J].

Alexakis, A ;

Vastra, J ;

Burton, J ;

Mangeney, P .

TETRAHEDRON-ASYMMETRY, 1997, 8 (19) :3193-3196

[2] CHIRAL PHOSPHORUS LIGANDS FOR THE ASYMMETRIC CONJUGATE ADDITION OF ORGANOCOPPER REAGENTS [J].

ALEXAKIS, A ;

FRUTOS, J ;

MANGENEY, P .

TETRAHEDRON-ASYMMETRY, 1993, 4 (12) :2427-2430

[3]

[Anonymous], ASYMMETRIC SYNTHESIS

[4] CATALYTIC ENANTIOSELECTIVE CONJUGATE ADDITION OF DIALKYLZINC COMPOUNDS TO CHALCONES [J].

BOLM, C ;

EWALD, M ;

FELDER, M .

CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (05) :1205-1215

[5] Novel asymmetric alkylation of aromatic aldehydes with triethylaluminum catalyzed by titanium (1,1'-bi-2-naphthol) and titanium (5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol) complexes [J].

Chan, ASC ;

Zhang, FY ;

Yip, CW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (17) :4080-4081

[6] ENANTIOSELECTIVE CONJUGATE ADDITION OF DIETHYLZINC TO CHALCONES CATALYZED BY CHIRAL NI(II) AMINOALCOHOL COMPLEXES [J].

DEVRIES, AHM ;

JANSEN, JFGA ;

FERINGA, BL .

TETRAHEDRON, 1994, 50 (15) :4479-4491

[7] Enantioselective conjugate addition of dialkylzinc reagents to cyclic and acyclic enones catalyzed by chiral copper complexes of new phosphorus amidites [J].

deVries, AHM ;

Meetsma, A ;

Feringa, BL .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (20) :2374-2376

[8]

Doyle M. P., 1995, ADV CATALYTIC PROCES, V1

[9]

KANAI M, 1995, TETRAHEDRON LETT, V36, P4274

[10]

Noyori R., 1994, ASYMMETRIC CATALYSIS