Synthesis and structural elucidation of a new zooecdysteroid gerardiasterone

被引:13
|
作者
Tsubuki, M [1 ]
Takada, H [1 ]
Katoh, T [1 ]
Miki, S [1 ]
Honda, T [1 ]
机构
[1] HOSHI UNIV,INST MED CHEM,SHINAGAWA KU,TOKYO 142,JAPAN
关键词
D O I
10.1016/0040-4020(96)00897-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first synthesis of a new zooecdysteroid gerardiasterone was achieved in a diastereoselective manner employing asymmetric dihydroxylation of the E-olefin 34 in the presence of DHQ-CLB as a chiral ligand. This synthesis unambiguously confirmed the structure of gerardiasterone as (20R,22R,23S)-2 beta,3 beta,14 alpha,20,22,23,25-heptahydroxy-5 beta-cholest-7-en-6-one (2a). Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:14515 / 14532
页数:18
相关论文
共 50 条
  • [21] First total synthesis and structural elucidation of (-)-goniofupyrone
    Mukai, C
    Hirai, S
    Kim, IJ
    Hanaoka, M
    TETRAHEDRON LETTERS, 1996, 37 (30) : 5389 - 5392
  • [22] SYNTHESIS AND STRUCTURAL ELUCIDATION OF ANALOGS OF OCHRATOXIN-A
    XIAO, H
    MARQUARDT, RR
    FROHLICH, AA
    LING, YZ
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1995, 43 (02) : 524 - 530
  • [23] Stereoselective synthesis and structural elucidation of dicarba peptides
    Gleeson, Ellen C.
    Wang, Zhen J.
    Robinson, Samuel D.
    Chhabra, Sandeep
    MacRaild, Christopher A.
    Jackson, W. Roy
    Norton, Raymond S.
    Robinson, Andrea J.
    CHEMICAL COMMUNICATIONS, 2016, 52 (24) : 4446 - 4449
  • [24] Total Synthesis and Structural Elucidation of (-)-Cephalezomine G
    Jeon, Hongjun
    Cho, Hyunkyung
    Kim, Sanghee
    ORGANIC LETTERS, 2019, 21 (04) : 1121 - 1124
  • [25] Synthesis and structural elucidation of a "free" phosphinoamide anion
    Fei, ZF
    Scopelliti, R
    Dyson, PJ
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2003, (19) : 3527 - 3529
  • [26] Synthesis and structural elucidation of a novel polymorph of alcaftadine
    Pansuriya, Pramod B.
    Maguire, Glenn E. M.
    Friedrich, Holger B.
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2015, 142 : 311 - 319
  • [27] SYNTHESIS AND STRUCTURAL ELUCIDATION OF SOME NEW HETEROCYCLIC BETA-DIKETONE DERIVATIVES OF BORON
    SINGH, YP
    RAI, AK
    POLYHEDRON, 1984, 3 (08) : 929 - 937
  • [28] STRUCTURAL ELUCIDATION OF A NEW GROUP OF SECOSTICTANE TRITERPENOIDS
    GOH, EM
    WILKINS, AL
    HOLLAND, PT
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (12): : 1560 - 1564
  • [29] Structural elucidation of three new steroid sapogenins
    Huang, JW
    Jiang, SH
    Tan, CH
    Zhu, DY
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2002, 22 (11) : 917 - 921
  • [30] SYNTHESIS AND STRUCTURE ELUCIDATION OF NEW SPIROCEPHAMS
    BRUNEAU, P
    HENNEQUIN, LF
    QUERE, L
    SCHERRMANN, MC
    SIRET, PJ
    TETRAHEDRON LETTERS, 1990, 31 (49) : 7141 - 7144