Synthesis of (+)- and (-)-phaseolinic acid by combination of enzymatic hydrolysis and chemical transformations with revision of the absolute configuration of the natural product

被引:66
作者
Drioli, S [1 ]
Felluga, F [1 ]
Forzato, C [1 ]
Nitti, P [1 ]
Pitacco, G [1 ]
Valentin, E [1 ]
机构
[1] Univ Trieste, Dipartimento Sci Chim, I-34127 Trieste, Italy
关键词
D O I
10.1021/jo972032j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:2385 / 2388
页数:4
相关论文
共 25 条
  • [1] Cain RB, 1996, J CHEM RES-S, P526
  • [2] NOVEL, ENANTIOSELECTIVE LACTONE CONSTRUCTION - 1ST SYNTHESIS OF METHYLENOLACTOCIN, ANTITUMOR ANTIBIOTIC FROM PENICILLIUM SP
    DEAZEVEDO, MBM
    MURTA, MM
    GREENE, AE
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (17) : 4567 - 4569
  • [3] Asymmetric resolution of diastereomeric 4-ethoxycarbonyl-5-pentyl-gamma-butyrolactones by crude PLE-mediated hydrolysis
    Drioli, S
    Felluga, F
    Forzato, C
    Nitti, P
    Pitacco, G
    Valentin, E
    [J]. JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 1997, 3 (1-4) : 203 - 207
  • [4] A facile route to (+)- and (-)-trans-tetrahydro-5-oxo-2-pentylfuran-3-carboxylic acid, precursors of (+)- and (-)-methylenolactocin
    Drioli, S
    Felluga, F
    Forzato, C
    Nitti, P
    Pitacco, G
    [J]. CHEMICAL COMMUNICATIONS, 1996, (11) : 1289 - 1290
  • [5] FORZATO C, 1995, GAZZ CHIM ITAL, V125, P223
  • [6] Simple circular dichroic method for the determination of absolute configuration of 5-substituted 2(5H)-furanones
    Gawronski, JK
    vanOeveren, A
    vanderDeen, H
    Leung, CW
    Feringa, BL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (04) : 1513 - 1515
  • [7] GRIECO PA, 1974, J ORG CHEM, V39, P120, DOI 10.1021/jo00915a036
  • [8] LICHEN SUBSTANCES .144. (-)-ALLO-PERTUSARIC ACID AND (-)-DIHYDROPERTUSARIC ACID FROM THE LICHEN PERTUSARIA-ALBESCENS
    HUNECK, S
    TONSBERG, T
    BOHLMANN, F
    [J]. PHYTOCHEMISTRY, 1986, 25 (02) : 453 - 459
  • [9] Enantioselective syntheses of (+)- and (-)-phaseolinic acids
    Jacobi, PA
    Herradura, P
    [J]. TETRAHEDRON LETTERS, 1996, 37 (46) : 8297 - 8300
  • [10] STRUCTURE AND STEREOCHEMISTRY OF PHASEOLINIC ACID - A NEW ACID FROM MACROPHOMINA-PHASEOLINA
    MAHATO, SB
    SIDDIQUI, KAI
    BHATTACHARYA, G
    GHOSAL, T
    MIYAHARA, K
    SHOLICHIN, M
    KAWASAKI, T
    [J]. JOURNAL OF NATURAL PRODUCTS, 1987, 50 (02): : 245 - 247