Penicillamine as a ligand in the catalytic asymmetric reduction of ketones

被引：2
|
作者：
Hanessian, S [1 ]
Jnoff, E [1 ]
Griffin, AM [1 ]
机构：
[1] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
来源：
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 2002年 / 80卷 / 08期
关键词：
asymmetric reduction; penicillamine; thiazolidine; amino acid;
D O I：
10.1139/V01-174
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Amino acids derived from D-penicillamine and thiazolidines were studied as ligands for the catalytic asymmetric reduction of ketones with borane. Enantioselectivities up to 83% ee were observed.
引用
收藏
页码：885 / 888
页数：4
相关论文
共 50 条
  • [41] Novel fluorous prolinol as a pre-catalyst for catalytic asymmetric borane reduction of various ketones
    Goushi, Sakiko
    Funabiki, Kazumasa
    Ohta, Masaya
    Hatano, Keisuke
    Matsui, Masaki
    TETRAHEDRON, 2007, 63 (19) : 4061 - 4066
  • [42] Studies on the synthesis of squaric acid ephedrine and their application in asymmetric catalytic borane reduction of prochiral ketones
    Lü, SM
    Zhou, HB
    Zhang, J
    Xie, RG
    Zhou, ZY
    Chan, ASC
    Yang, DK
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2001, 22 (11): : 1846 - 1851
  • [43] Structure investigation of TiIV-BODOLates involved in the catalytic asymmetric reduction of ketones using catecholborane
    Sarvary, I
    Norrby, PO
    Frejd, T
    CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (01) : 182 - 189
  • [44] Heterogeneous enantioselective catalytic reduction of ketones
    terHalle, R
    Schulz, E
    Lemaire, M
    SYNLETT, 1997, (11) : 1257 - &
  • [45] Catalytic Asymmetric Conjugate Reduction
    Lonardi, Giovanni
    Parolin, Riccardo
    Licini, Giulia
    Orlandi, Manuel
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (20)
  • [46] Poly-NAP as ligand for the asymmetric hydrogenation of ketones
    ter Halle, R
    Schulz, E
    Spagnol, M
    Lemaire, M
    SYNLETT, 2000, (05) : 680 - 682
  • [47] ASYMMETRIC REDUCTION OF ALKYL ARYL KETONES WITH LITHIUM BOROHYDRIDE USING N-BENZOYLCYSTEINE AS CHIRAL LIGAND
    SOAI, K
    YAMANOI, T
    OYAMADA, H
    CHEMISTRY LETTERS, 1984, (02) : 251 - 254
  • [48] Asymmetric Hydrosilane Reduction of Ketones Catalyzed by an Iridium Complex Bearing a Hydroxyamide-Functionalized NHC Ligand
    Kawabata, Shun
    Tokura, Hiromu
    Chiyojima, Hiroyuki
    Okamoto, Masaki
    Sakaguchi, Satoshi
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (05) : 807 - 812
  • [49] Asymmetric Reduction of a - Sulfenyl Ketones with Bakers' Yeast
    Itoh, Toshiyuki
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2023, 81 (10) : 995 - 997
  • [50] In quest of asymmetric reduction of unfunctionalized ketones and imines
    Zhang, XM
    Jiang, QZ
    Zhu, GX
    Jiang, YT
    Xiao, DM
    Cao, P
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U103 - U103
12345