DIRECT TRANSFORMATION OF ERGOSTEROL TO (22S,23E)-6-BETA-METHOXY-3-ALPHA,5-CYCLO-5-ALPHA-ERGOST-23-EN-22-OL, A KEY INTERMEDIATE FOR THE SYNTHESIS OF BRASSINOLIDE

被引:30
作者
ANASTASIA, M [1 ]
ALLEVI, P [1 ]
CIUFFREDA, P [1 ]
FIECCHI, A [1 ]
SCALA, A [1 ]
机构
[1] UNIV MILAN,SCH MED,DEPT CHEM & BIOCHEM,I-20133 MILAN,ITALY
关键词
D O I
10.1021/jo00196a038
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:4297 / 4300
页数:4
相关论文
共 17 条
  • [1] A SIMPLE METHOD FOR THE REDUCTION OF THE 7,8-DOUBLE BOND OF STEROIDAL 5,7-DIENES
    ANASTASIA, M
    CIUFFREDA, P
    FIECCHI, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (20) : 1169 - 1170
  • [2] SYNTHESIS OF CASTASTERONE AND ITS 22S,23S-ISOMER - 2-PLANT GROWTH-PROMOTING KETONES
    ANASTASIA, M
    CIUFFREDA, P
    DELPUPPO, M
    FIECCHI, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (02): : 383 - 386
  • [3] A NEW SYNTHESIS OF BRASSINO STEROIDS - PLANT-GROWTH PROMOTING STEROIDS
    ANASTASIA, M
    CIUFFREDA, P
    FIECCHI, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (02): : 379 - 382
  • [4] ANASTASIA M, 1983, Patent No. 21524
  • [5] BIOSYNTHESIS OF TERPENES AND STEROIDS .5. SYNTHESIS OF ERGOSTA-5,7,22,24(28)-TETRAEN-3BETA-OL, A BIOSYNTHETIC PRECURSOR OF ERGOSTEROL
    BARTON, DHR
    SHIORI, T
    WIDDOWSON, DA
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (10): : 1968 - +
  • [6] STEREOSELECTIVE SYNTHESIS OF BRASSINOLIDE - A PLANT-GROWTH PROMOTING STEROIDAL LACTONE
    FUNG, S
    SIDDALL, JB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (21) : 6580 - 6581
  • [7] UNSATURATED STEROIDS .3. SYNTHESIS OF STEROIDAL 22,24(28)-DIENES, ERGOSTA-5,7,22,24(28)-TETRAEN-3BETA-OL, AND CHOLESTA-5,7,22-TRIEN-3BETA-OL
    GARRY, AB
    MIDGLEY, JM
    WHALLEY, WB
    WILKINS, BJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (08): : 809 - 812
  • [8] BRASSINOLIDE, A PLANT GROWTH-PROMOTING STEROID ISOLATED FROM BRASSICA-NAPUS POLLEN
    GROVE, MD
    SPENCER, GF
    ROHWEDDER, WK
    MANDAVA, N
    WORLEY, JF
    WARTHEN, JD
    STEFFENS, GL
    FLIPPENANDERSON, JL
    COOK, JC
    [J]. NATURE, 1979, 281 (5728) : 216 - 217
  • [9] ISCHIGURO M, 1980, J CHEM SOC CHEM COMM, P962
  • [10] SYNTHESIS OF (23R)- AND (23S)-METHYLCHOLESTEROL
    LI, HT
    MASSEY, IJ
    SWENSON, DC
    DUAX, WL
    DJERASSI, C
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (01) : 48 - 54