LIPASE-MEDIATED RESOLUTION OF 2-CYCLOHEXEN-1-OLS AS CHIRAL BUILDING-BLOCKS EN-ROUTE TO EBURNANE ALKALOIDS

被引:22
作者
CARREA, G
DANIELI, B
PALMISANO, G
RIVA, S
SANTAGOSTINO, M
机构
[1] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,VIA VENEZIAN 21,I-20133 MILAN,ITALY
[2] CNR,IST CHIM ORMONI,I-20131 MILAN,ITALY
[3] CNR,CTR STUDIO SOSTANZE ORGAN NAT,I-20133 MILAN,ITALY
关键词
D O I
10.1016/S0957-4166(00)80519-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Lipase catalyzed esterification of several 2-cyclohexen-1-ols proceeds with excellent enantioselectivity leading to (S)-enantiomers as promising chiral building blocks en route to eburnane alkaloids
引用
收藏
页码:775 / 784
页数:10
相关论文
共 35 条
  • [1] AURROUSSEAU M, 1971, CHIM THER, P221
  • [2] EBURNAMINOL AND LARUTENSINE, ALKALOIDS FROM KOPSIA-LARUTENSIS
    AWANG, K
    PAIS, M
    SEVENET, T
    SCHALLER, H
    NASIR, AM
    HAMID, A
    HADI, A
    [J]. PHYTOCHEMISTRY, 1991, 30 (09) : 3164 - 3167
  • [3] THE HETERO-COPE REARRANGEMENT IN ORGANIC-SYNTHESIS
    BLECHERT, S
    [J]. SYNTHESIS-STUTTGART, 1989, (02): : 71 - 82
  • [4] KINETIC RESOLUTION STRATEGIES .1. ENHANCED PRODUCT ENANTIOMERIC EXCESSES AND YIELDS IN SHARPLESS EPOXIDATIONS
    BROWN, SM
    DAVIES, SG
    DESOUSA, JAA
    [J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (07) : 511 - 514
  • [5] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS
    CHEN, CS
    FUJIMOTO, Y
    GIRDAUKAS, G
    SIH, CJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) : 7294 - 7299
  • [6] (+)-1(S),5(R),8(S)-8-PHENYL-2-AZABICYCLO[3.3.0]OCTAN-8-OL N,O-METHYLBORONATE (2) AND ITS ENANTIOMER, CHIRAL CHEMZYMES WHICH SERVE AS CATALYSTS FOR THEIR OWN ENANTIOSELECTIVE SYNTHESIS
    COREY, EJ
    CHEN, CP
    REICHARD, GA
    [J]. TETRAHEDRON LETTERS, 1989, 30 (41) : 5547 - 5550
  • [7] FARCILI A, Patent No. 2807643
  • [8] HOW CAN THE SOLVENT AFFECT ENZYME ENANTIOSELECTIVITY
    FITZPATRICK, PA
    KLIBANOV, AM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (08) : 3166 - 3171
  • [9] HUSSON HP, 1973, B SOC CHIM FR II-CH, P2013
  • [10] STEREOSELECTIVE ALKYLATION OF DIANIONS DERIVED FROM CHIRAL HALF-ESTERS OF MONOSUBSTITUTED MALONIC-ACIDS - ASYMMETRIC-SYNTHESIS OF ALPHA-ALKYL ALPHA-AMINO-ACIDS AND KEY SYNTHETIC INTERMEDIATES FOR HUNTERIA AND ASPIDOSPERMA INDOLE ALKALOIDS
    IHARA, M
    TAKAHASHI, M
    TANIGUCHI, N
    YASUI, K
    NIITSUMA, H
    FUKUMOTO, K
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (03): : 525 - 535