The first asymmetric addition of organogallium to aldehydes catalyzed by chiral titanium catalysts

被引:21
作者
Dai, ZY
Zhu, CJ
Yang, MH
Zheng, YF
Pan, Y [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
[3] Lishui Normal Univ, Dept Chem, Lishui 323000, Peoples R China
基金
中国国家自然科学基金;
关键词
D O I
10.1016/j.tetasy.2004.12.010
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The addition of organogallium to aldehydes was realized with titanium tetrachloride as a Lewis acid catalyst. For the first time, the catalytic asymmetric addition of organogallium to aldehydes was investigated with chiral titanium complexes, which were formed from titanium tetrachloride and salan ligands, with mediocre to good chemical yields and enantioselectivities. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:605 / 608
页数:4
相关论文
共 21 条
[1]   Achiral tetrahydrosalen ligands for the synthesis of C2-symmetric titanium complexes:: A structure and diastereoselectivity study [J].
Balsells, J ;
Carroll, PJ ;
Walsh, PJ .
INORGANIC CHEMISTRY, 2001, 40 (22) :5568-5574
[2]   trans-1,2-diaminocyclohexane derivatives as chiral reagents, scaffolds, and ligands for catalysis: Applications in asymmetric synthesis and molecular recognition [J].
Bennani, YL ;
Hanessian, S .
CHEMICAL REVIEWS, 1997, 97 (08) :3161-3195
[3]   Utilisation of homogeneous and supported chiral metal(salen) complexes in asymmetric catalysis [J].
Canali, L ;
Sherrington, DC .
CHEMICAL SOCIETY REVIEWS, 1999, 28 (02) :85-93
[4]   EXPEDIENT ROUTE TO 3-SUBSTITUTED AND 3,3'-SUBSTITUTED 1,1'-BI-2-NAPHTHOLS BY DIRECTED ORTHO METALATION AND SUZUKI CROSS COUPLING METHODS [J].
COX, PJ ;
WANG, W ;
SNIECKUS, V .
TETRAHEDRON LETTERS, 1992, 33 (17) :2253-2256
[5]   Chiral aluminium complexes as phospho-transfer catalysts [J].
Duxbury, JP ;
Cawley, A ;
Thornton-Pett, M ;
Wantz, L ;
Warne, JND ;
Greatrex, R ;
Brown, D ;
Kee, TP .
TETRAHEDRON LETTERS, 1999, 40 (23) :4403-4406
[6]   A dioxomolybdenum(VI) complex with a new enantiomerically pure tetrahydrosalen ligand [J].
Elias, H ;
Stock, F ;
Rohr, C .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1997, 53 :862-864
[7]   Nucleophilic chiral amines as catalysts in asymmetric synthesis [J].
France, S ;
Guerin, DJ ;
Miller, SJ ;
Lectka, T .
CHEMICAL REVIEWS, 2003, 103 (08) :2985-3012
[8]   A ruthenium(II) complex with a C-2-symmetric diphosphine/diamine tetradentate ligand for asymmetric transfer hydrogenation of aromatic ketones [J].
Gao, JX ;
Ikariya, T ;
Noyori, R .
ORGANOMETALLICS, 1996, 15 (04) :1087-1089
[9]   Preparation and structural characterization of six new diorganotin(IV) complexes of the R2Sn(SaleanH2) and R2Sn(SalceanH2) type (R = Me, nBu, Ph) [J].
García-Zarracino, R ;
Ramos-Quiñones, J ;
Höpfl, H .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 664 (1-2) :188-200
[10]  
HAN Y, 1995, TETRAHEDRON LETT, V36, P1287