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
  • [31] Synthesis of novel chiral tridentate aminophenol ligands for enantioselective addition of diethylzinc to aldehydes
    Yang, Xiao-Feng
    Hirose, Takuji
    Zhang, Guang-You
    TETRAHEDRON-ASYMMETRY, 2008, 19 (14) : 1670 - 1675
  • [32] ASYMMETRIC ADDITION TO CHIRAL NAPHTHYLOXAZOLINES - A FACILE ROUTE TO 1,2-DISUBSTITUTED-1,2-DIHYDRONAPHTHALENES IN HIGH ENANTIOMERIC EXCESS
    MEYERS, AI
    BARNER, BA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1985, 189 (APR-): : 205 - ORGN
  • [33] Synthesis of chiral aminophenols based on proline and their application in enantioselective addition of diethylzinc to aldehydes
    Ge, JF
    Shen, ZX
    Zhang, YW
    Lu, XH
    Lu, ZE
    CHINESE JOURNAL OF CHEMISTRY, 2003, 21 (07) : 950 - 954
  • [34] Catalytic enantioselective reactions .6. A new chiral catalyst for highly enantioselective addition of diethylzinc to aliphatic aldehydes
    Cho, BT
    Kim, N
    Khoo, JH
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1996, 17 (01) : 1 - 2
  • [35] ASYMMETRIC-SYNTHESIS OF CHIRAL TERTIARY ALCOHOLS IN HIGH ENANTIOMERIC EXCESS
    ELIEL, EL
    KOSKIMIES, JK
    LOHRI, B
    FRAZEE, WJ
    MORRISNATSCHKE, S
    LYNCH, JE
    SOAI, K
    ACS SYMPOSIUM SERIES, 1982, 185 : 37 - 53
  • [36] Facile and practical enantioselective synthesis of propargylic alcohols by direct addition of alkynes to aldehydes catalyzed by chiral disulfide-oxazolidine ligands
    Braga, AL
    Appelt, HR
    Silveira, CC
    Wessjohann, LA
    Schneider, PH
    TETRAHEDRON, 2002, 58 (52) : 10413 - 10416
  • [37] ENANTIOSELECTIVE SYNTHESIS OF SEC-ALLYLALCOHOLS BY CATALYTIC ASYMMETRIC ADDITION OF DIVINYLZINC TO ALDEHYDES
    OPPOLZER, W
    RADINOV, RN
    TETRAHEDRON LETTERS, 1988, 29 (44) : 5645 - 5648
  • [38] CATALYTIC ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES - SYNTHESIS AND APPLICATION OF A NEW CYCLIC CATALYST
    BEHNEN, W
    MEHLER, T
    MARTENS, J
    TETRAHEDRON-ASYMMETRY, 1993, 4 (07) : 1413 - 1416
  • [39] Chiral Propargyl Alcohols via the Enantioselective Addition of Terminal Di- and Triynes to Aldehydes
    Graham, Erin R.
    Tykwinski, Rik R.
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (16): : 6574 - 6583
  • [40] Enantioselective diethylzinc addition to aldehydes via chiral, non-racemic β-hydroxysalicylhydrazone catalysts
    Parrott, Raleigh W., II
    Dore, Delvis D.
    Chandrashekar, Seshanand P.
    Bentley, Jeromy T.
    Morgan, Brittany S.
    Hitchcock, Shawn R.
    TETRAHEDRON-ASYMMETRY, 2008, 19 (05) : 607 - 611