Enantioselective alkylation of aldehydes catalyzed by a highly active titanium complex of 3-substituted unsymmetric BINOL

被引:58
作者
Harada, Toshiro [1 ]
Kanda, Kousou [1 ]
机构
[1] Kyoto Inst Technol, Dept Chem & Mat Technol, Sakyo Ku, Kyoto 6068585, Japan
基金
美国国家科学基金会; 美国国家航空航天局; 英国科学技术设施理事会;
关键词
D O I
10.1021/ol061407x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A titanium complex derived from 3-(3,5-diphenylphenyl)-BINOL exhibits an enhanced catalytic activity in the asymmetric alkylation of aldehydes, allowing the reduction of the catalyst amount to less than 1 mol % without deterioration in enantioselectivity.
引用
收藏
页码:3817 / 3819
页数:3
相关论文
共 22 条
[1]  
[Anonymous], 2000, CATALYTIC ASYMMETRIC
[2]   Insight into the mechanism of the asymmetric addition of alkyl groups to aldehydes catalyzed by titanium - BINOLate species [J].
Balsells, J ;
Davis, TJ ;
Carroll, P ;
Walsh, PJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (35) :10336-10348
[3]   BINOL: A versatile chiral reagent [J].
Brunel, JM .
CHEMICAL REVIEWS, 2005, 105 (03) :857-897
[4]   Regioselective substitution of fluorine in F8BINOL as a versatile route to new ligands with axial chirality [J].
Chen, Y ;
Yekta, S ;
Martyn, LJP ;
Zheng, J ;
Yudin, AK .
ORGANIC LETTERS, 2000, 2 (22) :3433-3436
[5]   Chiral metallacyclophanes: Self-assembly, characterization, and application in asymmetric catalysis [J].
Hua, J ;
Lin, WB .
ORGANIC LETTERS, 2004, 6 (06) :861-864
[6]   Synthesis and catalytic applications of soluble polymer-supported BINOL [J].
Jayaprakash, D ;
Sasai, H .
TETRAHEDRON-ASYMMETRY, 2001, 12 (18) :2589-2595
[7]   Chiral metallacyclophane for asymmetric catalysis [J].
Jiang, H ;
Hu, AG ;
Lin, WB .
CHEMICAL COMMUNICATIONS, 2003, (01) :96-97
[8]   Non-symmetrically substituted 1,1′-binaphthyls in enantioselective catalysis [J].
Kocovsky, P ;
Vyskocil, S ;
Smrcina, M .
CHEMICAL REVIEWS, 2003, 103 (08) :3213-3245
[9]   First chiral organometallic triangle for asymmetric catalysis [J].
Lee, SJ ;
Hu, AG ;
Lin, WB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (44) :12948-12949
[10]   Polystyrene-bound cyclo-BINOLs.: New heterogeneous ligands for asymmetric catalysis [J].
Lipshutz, BH ;
Shin, YJ .
TETRAHEDRON LETTERS, 2000, 41 (49) :9515-9521