ASYMMETRIC CATALYSIS BY A NEW-TYPE OF CHIRAL BINAPHTHOL-TITANIUM COMPLEX

被引:64
作者
KITAMOTO, D
IMMA, H
NAKAI, T
机构
[1] TOKYO INST TECHNOL,DEPT CHEM TECHNOL,MEGURO KU,TOKYO 152,JAPAN
[2] NATL INST MAT & CHEM RES,TSUKUBA,IBARAKI 305,JAPAN
关键词
D O I
10.1016/0040-4039(95)00134-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new type of chiral 1,1'-bi-2-naphthol (BINOL)-derived titanium complex, prepared via complete hydrolysis of the complex formed in situ hy mixing (i-PrO)(4)Ti and (R)-BINOL followed by azeotrope, serves as an efficient and moisture-tolerable enantioselective catalyst for the glyoxylate-ene reaction (>98% eel, and shows a remarkable level of asymmetric amplification therein A mu-oxo dimer structure is proposed for the new catalyst.
引用
收藏
页码:1861 / 1864
页数:4
相关论文
共 18 条
[1]  
AOKI S, 1993, TETRAHEDRON, V49, P173
[2]   THE HYDROLYSIS OF TITANIUM TETRAETHOXIDE [J].
BRADLEY, DC ;
GAZE, R ;
WARDLAW, W .
JOURNAL OF THE CHEMICAL SOCIETY, 1955, :721-726
[3]   CATALYTIC ASYMMETRIC-SYNTHESIS OF HOMOALLYLIC ALCOHOLS [J].
COSTA, AL ;
PIAZZA, MG ;
TAGLIAVINI, E ;
TROMBINI, C ;
UMANIRONCHI, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (15) :7001-7002
[4]   CATALYTIC ASYMMETRIC ALLYLATION REACTIONS .3. EXTENSION TO METHALLYLSTANNANE, COMPARISON OF PROCEDURES, AND OBSERVATION OF A NONLINEAR EFFECT [J].
KECK, GE ;
KRISHNAMURTY, D ;
GRIER, MC .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) :6543-6544
[5]   CATALYTIC ASYMMETRIC ALLYLATION OF ALDEHYDES [J].
KECK, GE ;
TARBET, KH ;
GERACI, LS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (18) :8467-8468
[6]  
KECK GE, 1994, TETRAHEDRON LETT, V45, P8323
[7]  
MARTIN C, 1988, THESIS MIT
[8]   ENANTIOSELECTIVE AND DIASTEREOSELECTIVE CATALYSIS OF THE MUKAIYAMA ALDOL REACTION - ENE MECHANISM IN TITANIUM-CATALYZED ALDOL REACTIONS OF SILYL ENOL ETHERS [J].
MIKAMI, K ;
MATSUKAWA, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (15) :7039-7040
[9]  
MIKAMI K, 1992, SYNLETT, P255
[10]  
MIKAMI K, 1992, TETRAHEDRON, V48, P5671