Enzymatic kinetic resolution of pantolactone: relevance to chiral auxiliary chemistry

被引:22
作者
Haughton, L [1 ]
Williams, JMJ [1 ]
Zimmermann, JA [1 ]
机构
[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
关键词
D O I
10.1016/S0957-4166(00)00130-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Racemic pantolactone was converted into either enantiomerically enriched pantolactone acetate or pantolactone acrylate by an enzyme-catalysed kinetic resolution process. Pantolactone is known to be a good auxiliary for acrylate ill the Diels-Alder reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1697 / 1701
页数:5
相关论文
共 10 条
  • [1] Athawale V, 2000, SYNLETT, P225
  • [2] RESOLUTION OF SECONDARY ALCOHOLS USING LIPASE IN DIISOPROPYL ETHER
    BEVINAKATTI, HS
    BANERJI, AA
    NEWADKAR, RV
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (10) : 2453 - 2455
  • [3] Enantioselectivity of enzymatic acylation of some structurally various racemic alcohols in anhydrous aprotic media
    Gamalevich, GD
    Serebryakov, EP
    [J]. RUSSIAN CHEMICAL BULLETIN, 1997, 46 (01) : 171 - 183
  • [4] CHEMOENZYMATIC SYNTHESIS OF OPTICALLY-ACTIVE (METH)ACRYLIC POLYMERS
    MARGOLIN, AL
    FITZPATRICK, PA
    DUBIN, PL
    KLIBANOV, AM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (12) : 4693 - 4694
  • [5] DIASTEREOFACE-DISCRIMINATIVE METAL COORDINATION IN ASYMMETRIC-SYNTHESIS - D-PANTOLACTONE AS PRACTICAL CHIRAL AUXILIARY FOR LEWIS ACID-CATALYZED DIELS-ALDER REACTIONS
    POLL, T
    SOBCZAK, A
    HARTMANN, H
    HELMCHEN, G
    [J]. TETRAHEDRON LETTERS, 1985, 26 (26) : 3095 - 3098
  • [6] Preparative biotransformations
    Roberts, SM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (01): : 1 - +
  • [7] Optical resolution of pantolactone by a novel fungal enzyme, lactonolaydrolase
    Shimizu, S
    Kataoka, M
    [J]. ENZYME ENGINEERING XIII, 1996, 799 : 650 - 658
  • [8] CROSS-LINKED ENZYME CRYSTALS AS ROBUST BIOCATALYSTS
    STCLAIR, NL
    NAVIA, MA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (18) : 7314 - 7316
  • [9] Protein crystals as novel microporous materials
    Vilenchik, LZ
    Griffith, JP
    St Clair, N
    Navia, MA
    Margolin, AL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (18) : 4290 - 4294
  • [10] WHITESELL JK, 1990, ORG SYNTH, V69, P1