Vanadium-catalyzed asymmetric oxidations

被引:313
作者
Bolm, C [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
关键词
asymmetric catalysis; enantioselectivity; epoxides; sulfoxides; vanadium;
D O I
10.1016/S0010-8545(02)00249-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Chirally modified vanadium complexes have been used as catalysts in enantioselective epoxidations of allylic alcohols and asymmetric sulfide to sulfoxide oxidations. For both reactions various combinations of chiral ligands and vanadium sources have been tested. The results of previous work and those of current investigations are discussed and details of the catalysis with respect to enantioselectivity and catalyst turnover is presented. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:245 / 256
页数:12
相关论文
共 183 条
  • [1] Metal-template effect in the asymmetric Weitz-Scheffer epoxidation of α,ß-enones by an optically active hydroperoxide
    Adam, W
    Rao, PB
    Degen, HG
    Saha-Möller, CR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (23) : 5654 - 5655
  • [2] KINETIC RESOLUTION OF CHIRAL ALPHA-HYDROPEROXY ESTERS BY HORSERADISH PEROXIDASE-CATALYZED ENANTIOSELECTIVE REDUCTION TO ALPHA-HYDROXY ESTERS
    ADAM, W
    FELL, RT
    HOCH, U
    SAHAMOLLER, CR
    SCHREIER, P
    [J]. TETRAHEDRON-ASYMMETRY, 1995, 6 (05) : 1047 - 1050
  • [3] ENZYME-CATALYZED ASYMMETRIC-SYNTHESIS - KINETIC RESOLUTION OF RACEMIC HYDROPEROXIDES BY ENANTIOSELECTIVE REDUCTION TO ALCOHOLS WITH HORSERADISH-PEROXIDASE
    ADAM, W
    HOCH, U
    LAZARUS, M
    SAHAMOLLER, CR
    SCHREIER, P
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (48) : 11898 - 11901
  • [4] The tert-butylsulfinyl group as a highly efficient chiral auxiliary in asymmetric Pauson-Khand reactions
    Adrio, J
    Carretero, JC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (32) : 7411 - 7412
  • [5] Studies on the asymmetric oxidation of ester derivatives of 1,3-dithiane-2-carboxylates. Asymmetric synthesis of trans-1,3-dithiane 1,3-dioxide
    Aggarwal, VK
    Esquivel-Zamora, BN
    Evans, GR
    Jones, E
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (21) : 7306 - 7310
  • [6] ENANTIOSELECTIVE PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION - ELECTRONIC AND STERIC EFFECTS OF THE LIGAND
    ALLEN, JV
    BOWER, JF
    WILLIAMS, JMJ
    [J]. TETRAHEDRON-ASYMMETRY, 1994, 5 (10) : 1895 - 1898
  • [7] [Anonymous], TOP STEREOCHEM
  • [8] [Anonymous], 1998, TRANSITION METALS OR
  • [9] [Anonymous], 1999, Comprehensive Asymmetric Catalysis
  • [10] [Anonymous], CATALYTIC ASYMMETRIC