Effective activation of chiral BINOL/Ti(OiPr)4 catalyst with phenolic additives for the enantioselective alkynylation of aldehydes

被引：52
|
作者：
Lu, G
Li, XS
Chen, G
Chan, WL [1 ]
Chan, ASC
机构：
[1] Hong Kong Polytech Univ, Open Lab Chirotechnol, Inst Mol Technol Drug Discovery & Synth, Hong Kong, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
来源：
TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 04期
关键词：
D O I：
10.1016/S0957-4166(03)00021-1
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The activation of chiral titanium(IV) complexes With achiral activators. e.g. phenol. is found to provide higher levels of enantioselectivity than those attained with an enantiopure catalyst in the alkynylations of both aromatic and aliphatic aldehydes. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：449 / 452
页数：4
相关论文
共 23 条
  • [1] Asymmetric activation of chiral BINOL-Ti(OiPr)4catalyst by phenol for the enantioselective alkynylation of aldehydes.
    Lu, G
    Li, XS
    Chan, WL
    Chan, ASC
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U197 - U197
  • [2] Highly enantioselective alkynylation of aldehydes using a new BINOL/Ti(OiPr)4/chiral sulfonamide catalyst system
    Li, Xingshu
    Lu, Gui
    Jia, Xian
    Wu, Yinuo
    Chan, Albert S. C.
    CHIRALITY, 2007, 19 (08) : 638 - 641
  • [3] Effective activation of the chiral salen/Ti(OiPr)4 catalyst with achiral phenolic N-oxides as additives in the enantioselective cyanosilylation of ketones
    He, B
    Chen, FX
    Li, Y
    Feng, XM
    Zhang, GL
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (22) : 4657 - 4666
  • [4] Enantioselective cyanosilylation of aldehydes catalyzed by a novel N,N′-dioxide-Ti(OiPr)4 bifunctional catalyst
    Zeng, Baiqing
    Zhou, Xin
    Liu, Xiaohua
    Feng, Xiaoming
    TETRAHEDRON, 2007, 63 (24) : 5129 - 5136
  • [5] Enantioselective Alkyne Addition to Aliphatic, Aromatic, and Vinyl Aldehydes Using Zn, iPrI, H8BINOL, and Ti(OiPr)4
    Huang, Wen-Cai
    Liu, Winnie
    Wu, Xue-Dan
    Ying, Jun
    Pu, Lin
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (22): : 11480 - 11484
  • [6] Generation of highly enantioselective catalysts from the pseudoenatiomeric assembly of BINOL, F8BINOL, and Ti(OiPr)4
    Pandiaraju, S
    Chen, G
    Lough, A
    Yudin, AK
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (16) : 3850 - 3851
  • [7] Effect of water on BINOL/Ti(OiPr)4 solution mixtures:: The nature of a catalytic precursor of enantioselective sulfoxidation
    Pescitelli, Gennaro
    Di Bari, Lorenzo
    Salvadori, Piero
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (10) : 2311 - 2318
  • [8] Enantioselective addition of diethylzinc to aldehydes induced by a new chiral Ti(IV) catalyst
    Hwang, CD
    Uang, BJ
    TETRAHEDRON-ASYMMETRY, 1998, 9 (22) : 3979 - 3984
  • [9] Synthesis of 4,4′-biquinazoline alcohols as chiral catalysts in enantioselective alkynylation of aldehydes with phenyl acetylene
    Catir, Mustafa
    Cakici, Murat
    Karabuga, Semistan
    Ulukanli, Sabri
    Sahin, Ertan
    Kilic, Hamdullah
    TETRAHEDRON-ASYMMETRY, 2009, 20 (24) : 2845 - 2853
  • [10] Enantioselective addition of diethylzinc to aldehydes using immobilized chiral BINOL-Ti complex on ordered mesoporous silicas
    Pathak, Kavita
    Bhatt, Achyut P.
    Abdi, Sayed H. R.
    Kureshy, Rukhsana I.
    Khan, Noor-ul H.
    Ahmad, Irshad
    Jasra, Raksh V.
    TETRAHEDRON-ASYMMETRY, 2006, 17 (10) : 1506 - 1513
123