A short synthesis of the C1-C7 fragment of methymycin by ring-closing olefin metathesis

被引:49
作者
Cossy, J [1 ]
Bauer, D [1 ]
Bellosta, V [1 ]
机构
[1] ESPCI, CNRS, Chim Organ Lab, F-75231 Paris 05, France
关键词
D O I
10.1016/S0040-4039(99)00719-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the C1-C7 fragment of methymycin was achieved via a ring-closing olefin metathesis employing Grubb's catalyst in the presence of Ti(OiPr)(4). (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4187 / 4188
页数:2
相关论文
共 14 条
  • [1] Stereocontrol in organic synthesis using silicon-containing compounds.: A synthesis of the (±)-Prelog-Djerassi lactone
    Chow, HF
    Fleming, I
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (17): : 2651 - 2662
  • [2] Total syntheses of (+)-ricinelaidic acid lactone and of (-)-gloeosporone based on transition-metal-catalyzed C-C bond formations
    Furstner, A
    Langemann, K
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (39) : 9130 - 9136
  • [3] Ring-closing metathesis strategy to unsaturated γ- and δ-lactones:: Synthesis of hydroxyethylene isostere for protease inhibitors
    Ghosh, AK
    Cappiello, J
    Shin, D
    [J]. TETRAHEDRON LETTERS, 1998, 39 (26) : 4651 - 4654
  • [4] A synthesis of (+)-Prelog-Djerassi Lactonic acid
    Hiscock, SD
    Hitchcock, PB
    Parsons, PJ
    [J]. TETRAHEDRON, 1998, 54 (38) : 11567 - 11580
  • [5] MARTIN SF, 1991, SYNTHESIS-STUTTGART, P245
  • [6] SYNTHESIS OF THE PRELOG-DJERASSI LACTONE AND PROTOMYCINOLIDE-IV BASED ON THE STEREOSPECIFIC METHYLATION OF GAMMA,DELTA-EPOXY ACRYLATES BY TRIMETHYLALUMINUM
    MIYASHITA, M
    HOSHINO, M
    YOSHIKOSHI, A
    KAWAMINE, K
    YOSHIHARA, K
    IRIE, H
    [J]. CHEMISTRY LETTERS, 1992, (06) : 1101 - 1104
  • [7] Enantioselective synthesis of the Prelog-Djerassi lactonic acid via group-selective aldolization/desymmetrization of a meso dialdehyde with a chiral N-propionylsultam.
    Oppolzer, W
    Walther, E
    Balado, CP
    DeBrabander, J
    [J]. TETRAHEDRON LETTERS, 1997, 38 (05) : 809 - 812
  • [8] STEREOSELECTIVE ESTER DIENOLATE CARROLL REARRANGEMENT - A NEW APPROACH TO THE PRELOG-DJERASSI LACTONE FRAMEWORK
    OUVRARD, N
    RODRIGUEZ, J
    SANTELLI, M
    [J]. TETRAHEDRON LETTERS, 1993, 34 (07) : 1149 - 1150
  • [9] OUVRARD N, 1994, NAT PROD LETT, V5, P153
  • [10] Total synthesis of 10-deoxymethynolide the aglycon of the macrolide antibiotic 10-deoxymethymycin
    Pilli, RA
    de Andrade, CKZ
    Souto, CRO
    de Meijere, A
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (22) : 7811 - 7819