Facile synthesis of chiral isopropyl carbinols with high enantiomeric excess via catalytic enantioselective addition of diisopropylzinc to aldehydes

被引:26
|
作者
Yang, WK [1 ]
Cho, BT [1 ]
机构
[1] Hallym Univ, Dept Chem, Chunchon 200702, Kangwondo, South Korea
关键词
D O I
10.1016/S0957-4166(00)00253-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Highly effective syntheses of chiral alkyl and aryl isopropyl carbinols with high enantiomeric excess (94-98% ec) via catalytic enantioselective addition of diisopropylzinc to aldehydes have been developed. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2947 / 2953
页数:7
相关论文
共 50 条
  • [1] ASYMMETRIC-SYNTHESIS OF CHIRAL SECONDARY ALCOHOLS WITH ISOPROPYL SUBSTITUENTS BY THE CATALYTIC ENANTIOSELECTIVE ADDITION OF DIISOPROPYLZINC TO ALDEHYDES USING N,N-DIALKYLNOREPHEDRINES AS CHIRAL CATALYSTS
    SOAI, KS
    HAYASE, T
    TAKAI, K
    SUGIYAMA, T
    JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (25): : 7908 - 7909
  • [2] Synthesis of chiral dendrimers with a hydrocarbon backbone and application to the catalytic enantioselective addition of dialkylzincs to aldehydes
    Sato, I
    Shibata, T
    Ohtake, K
    Kodaka, R
    Hirokawa, Y
    Shirai, N
    Soai, K
    TETRAHEDRON LETTERS, 2000, 41 (17) : 3123 - 3126
  • [3] Functionalized organolithium reagents in the synthesis of chiral ligands for catalytic enantioselective addition of diethylzinc to aldehydes
    Dobrikov, Georgi M.
    Philipova, Irena
    Nikolova, Rositsa
    Shivachev, Boris
    Chimov, Angel
    Dimitrov, Vladimir
    POLYHEDRON, 2012, 45 (01) : 126 - 143
  • [4] Synthesis of Chiral Pyridylphenols for the Enantioselective Addition of Diethylzinc to Aldehydes
    Wu, Pei-Shan
    Chen, Chinpiao
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2012, 59 (06) : 768 - 781
  • [5] Preparation of chiral aminodiols and their applications in the catalytic enantioselective addition of diethylzinc to aldehydes
    Xu, QY
    Wu, TX
    Pan, XF
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2002, 23 (07): : 1318 - 1320
  • [6] Preparation of Chiral Aminodiols and Their Applications in the Catalytic Enantioselective Addition of Diethylzinc to Aldehydes
    Xu, Qian-Yong
    Wu, Tong-Xing
    Pan, Xin-Fu
    Kao Teng Hsueh Hsiao Hua Heush Hsueh Pao/ Chemical Journal of Chinese Universities, 2002, 23 (07):
  • [7] Catalytic enantioselective reactions .10. Enantioselective addition of diethylzinc to aldehydes catalyzed by chiral oxazaborolidines
    Cho, BT
    Chun, YS
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1996, 17 (12) : 1096 - 1098
  • [8] The facile synthesis of chiral oxazoline catalysts for the diethylzinc addition to aldehydes
    Braga, AL
    Rubim, RM
    Schrekker, HS
    Wessjohann, LA
    de Bolster, MWG
    Zeni, G
    Sehnem, JA
    TETRAHEDRON-ASYMMETRY, 2003, 14 (21) : 3291 - 3295
  • [9] CATALYTIC ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES BY CHIRAL SECONDARY GAMMA-AMINOALCOHOLS
    CHO, BT
    KIM, N
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1994, 15 (11) : 931 - 932
  • [10] New chiral amino alcohol ligands for catalytic enantioselective addition of diethylzincs to aldehydes
    Sappino, Carla
    Mari, Alessandra
    Mantineo, Agnese
    Moliterno, Mauro
    Palagri, Matteo
    Tatangelo, Chiara
    Suber, Lorenza
    Bovicelli, Paolo
    Ricelli, Alessandra
    Righi, Giuliana
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (11) : 1860 - 1870