Copper-catalyzed highly enantioselective 1,4-conjugate addition of trimethylaluminum to 2-cyclohexenone

被引：41

作者：

Liang, L

Chan, ASC ^{[1
]}

机构：

[1] Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Hong Kong, Hong Kong, Peoples R China

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

[3] Guangdong Univ Technol, Fac Chem Engn & Light Ind, Guangzhou, Peoples R China

来源：

TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 13期

关键词：

D O I：

10.1016/S0957-4166(02)00361-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

New bidentate phosphites were prepared starting from BINOL and H-8-BINOL. Utilization of these ligands in the copper-catalyzed enantioselective conjugate addition of trimethylaluminum to 2-cyclohexenone afforded 3-methylcyclohexanone with up to 96%, e.e. The scope of this process using various copper sources was investigated. (C) 2002 Published by Elsevier Science Ltd.

引用

页码：1393 / 1396

页数：4

共 30 条

[21] Catalytic enantioselective annulations via 1,4-addition-aldol cyclization of functionalized organozinc reagents
Naasz, R
Arnold, LA
Pineschi, M
Keller, E
Feringa, BL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (05) : 1104 - 1105
[22] Enantioselective copper-catalysed 1,4-addition of diethylzinc to cyclohexenone using chiral diphosphite ligands
Pàmies, O
Net, G
Ruiz, A
Claver, C
[J]. TETRAHEDRON-ASYMMETRY, 1999, 10 (10) : 2007 - 2014
[23] Perlmutter P., 1992, CONJUGATE ADDITION R
[24] Seebach D, 2001, ANGEW CHEM INT EDIT, V40, P92, DOI 10.1002/1521-3773(20010105)40:1<92::AID-ANIE92>3.3.CO
[25] 2-B
[26] Sibi MP, 2000, TETRAHEDRON, V56, P8033
[27] Tomioka K., 1999, COMPREHENSIVE ASYMME, V3
[28] Conjugate addition of diethylzinc to α,β-unsaturated lactones catalyzed by copper-phosphite complexes
Yan, M
Zhou, ZY
Chan, ASC
[J]. CHEMICAL COMMUNICATIONS, 2000, (02) : 115 - 116
[29] Enantioselective conjugate addition of diethylzinc to enones catalyzed by a copper complex of chiral aryl diphosphite
Yan, M
Yang, LW
Wong, KY
Chan, ASC
[J]. CHEMICAL COMMUNICATIONS, 1999, (01) : 11 - 12
[30] Enantioselective conjugate addition of diethylzinc to cyclic enones with chiral aryl diphosphite-copper catalysts
Yan, M
Chan, ASC
[J]. TETRAHEDRON LETTERS, 1999, 40 (36) : 6645 - 6648

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