BINOL: A versatile chiral reagent

被引：907

作者：

Brunel, JM ^{[1
]}

机构：

[1] Univ Paul Cezanne, Fac Sci & Tech St Jerome, INRA, IMRN 1111,Lab SESNAB, F-13397 Marseille 20, France

来源：

CHEMICAL REVIEWS | 2005年 / 105卷 / 03期

关键词：

D O I：

10.1021/cr040079g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The last 20 years witnessed an exclusive growth of research in the field of asymmetric synthesis. This review deals with the synthesis and resolution of BINOL, as well as its use as chiral reagent or ligand. First, the different methods of preparation of racemic and enantiopure BINOL and its application as a ligand or chiral auxiliary in enantioselective reduction or oxidation reactions are described. Second, the C-C bond forming reactions, catalyzed or not, involving BINOL as a reagent or ligand are outlined.

引用

页码：857 / 897

页数：41

共 485 条

[81] ASYMMETRIC REDUCTION OF ACYLSTANNANES - PREPARATION OF ENANTIOMERICALLY ENRICHED ALPHA-ALKOXYSTANNANES
CHAN, PCM
CHONG, JM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23) : 5584 - 5586
[82] Sc(BINOL)2Li:: a new heterobimetallic catalyst for the asymmetric Strecker reaction
Chavarot, M
Byrne, JJ
Chavant, PY
Vallée, Y
[J]. TETRAHEDRON-ASYMMETRY, 2001, 12 (08) : 1147 - 1150
[83] Self-organization of ligands in multi-component titanium catalysts for the enantioselective ene reaction of glyoxylates
Chavarot, M
Byrne, JJ
Chavant, PY
Pardillos-Guindet, J
Vallée, Y
[J]. TETRAHEDRON-ASYMMETRY, 1998, 9 (21) : 3889 - 3894
[84] Chen RF, 2001, CHINESE J CHEM, V19, P1225
[85] Highly efficient enantioselective epoxidation of α,β-enones catalyzed by cheap chiral lanthanum and gadolinium alkoxides
Chen, RF
Qian, CT
de Vries, JG
[J]. TETRAHEDRON, 2001, 57 (49) : 9837 - 9842
[86] NEW HOMOCHIRAL BINAPHTHOL-MODIFIED ORGANOLANTHANIDE REAGENTS FOR THE ENANTIOSELECTIVE ADDITION TO ALDEHYDES
CHIBALE, K
GREEVES, N
LYFORD, L
PEASE, JE
[J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (12) : 2407 - 2410
[87] A versatile method for the resolution and absolute configuration assignment of substituted 1,1'-bi-2-naphthol
Chow, HF
Wan, CW
Ng, MK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (24) : 8712 - 8714
[88] Catalytic enantioselective coupling of 2-naphthols by new chiral oxovanadium complexes bearing a self accelerating functional group
Chu, CY
Uang, BJ
[J]. TETRAHEDRON-ASYMMETRY, 2003, 14 (01) : 53 - 55
[89] Chiral oxovanadium complex catalyzed enantioselective oxidative coupling of 2-naphthols
Chu, CY
Hwang, DR
Wang, SK
Uang, BJ
[J]. CHEMICAL COMMUNICATIONS, 2001, (11) : 980 - 981
[90] (R)-bis-binaphthoxy iodo lanthanides as catalysts for Diels-Alder reactions
Collin, J
Carrée, F
Giuseppone, N
Santos, I
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2003, 200 (1-2) : 185 - 189

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