Selective ring-opening carbonylation of epoxy-steroids

被引：5
|
作者：
Balázs, A
Benedek, C
Szalontai, G
Torös, S
机构：
[1] Univ Veszprem, Dept Organ Chem, H-8201 Veszprem, Hungary
[2] Chem Inst Hungarian Customs & Finance Guard, H-2022 Hosok Fasora, Hungary
[3] Univ Veszprem, NMR Lab, H-8201 Veszprem, Hungary
来源：
STEROIDS | 2004年 / 69卷 / 04期
基金：
匈牙利科学研究基金会;
关键词：
epoxy-steroid; cobalt; homogeneous catalysis; alkoxycarbonylation; asymmetric ring-opening;
D O I：
10.1016/j.steroids.2004.02.003
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Ring-opening alkoxycarbonylation of epoxy-steroids has been carried out with a Co-2(CO)(8)/3-hydroxypyridine catalytic system. High chemo- and regioselectivities were obtained under the reaction conditions applied. Structural analysis of the products proved their high stereochemical purity in each case, accompanied by inversion of the original configuration. No carbonylation took place for sterically hindered steranic epoxides. (C) 2004 Elsevier Inc. All rights reserved.
引用
收藏
页码：271 / 277
页数：7
相关论文
共 50 条
  • [41] Rapid Ring-Opening Metathesis Polymerization of Monomers Obtained from Biomass-Derived Furfuryl Amines and Maleic Anhydride
    Blanpain, Anna
    Clark, James H.
    Farmer, Thomas J.
    Guo, Yuanlong
    Ingram, Ian D. V.
    Kendrick, John E.
    Lawrenson, Stefan B.
    North, Michael
    Rodgers, George
    Whitwood, Adrian C.
    CHEMSUSCHEM, 2019, 12 (11) : 2393 - 2401
  • [42] Cobalt-Catalyzed Enantioselective Ring-Opening Reactions of Oxa- and Aza-bicyclic Alkenes with Alkenylboronic Acids
    Zhu, Di
    Zhao, Yongmei
    Chong, Qinglei
    Meng, Fanke
    CHINESE JOURNAL OF CHEMISTRY, 2022, 40 (02) : 190 - 194
  • [43] Size Controlled Synthesis of Ornithine-Based Polypeptides by Ring-Opening Polymerization of α-(amino acid)-N-Carboxyanhydrides
    Pei, Tao
    Liao, Jing
    Williams, J. Michael
    Xiang, Rong
    Garbaccio, Robert M.
    Barrett, Stephanie E.
    Guidry, Erin N.
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2016, 54 (03) : 311 - 315
  • [44] Benzoxazole phenoxide ligand supported group IV catalysts and their application for the ring-opening polymerization of rac-lactide and ε-caprolactone
    Pappuru, Sreenath
    Ramkumar, Venkatachalam
    Chakraborty, Debashis
    POLYMERS FOR ADVANCED TECHNOLOGIES, 2021, 32 (09) : 3392 - 3401
  • [45] Supercritical CO2 as an Efficient Medium for Macromolecular Carbonate Synthesis through Ring-Opening Co- and Teroligomerization
    Lamparelli, David H.
    Grimaldi, Ilaria
    Martinez-Carrion, Alicia
    Bravo, Fernando
    Kleij, Arjan W.
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2023, 11 (22) : 8193 - 8198
  • [46] Progress in Transition Metal-Catalyzed Asymmetric Ring-Opening Reactions of Oxa(Aza)bicyclic Alkenes with Carbanion Nucleophiles
    Wu, Ruihua
    Yang, Wen
    Cheng, Guo
    Li, Yue
    Yang, Dingqiao
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2016, 36 (10) : 2368 - 2379
  • [47] Ring-Opening Reaction of Furfural and Tetrahydrofurfuryl Alcohol on Hydrogen-Predosed Iridium(111) and Cobalt/Iridium(111) Surfaces
    Wan, Weiming
    Jenness, Glen R.
    Xiong, Ke
    Vlachos, Dionisios G.
    Chen, Jingguang G.
    CHEMCATCHEM, 2017, 9 (09) : 1701 - 1707
  • [48] Cobalt-Catalyzed ortho-C-H Alkylation of 2-Arylpyridines via Ring-Opening of Aziridines
    Gao, Ke
    Paira, Rupankar
    Yoshikai, Naohiko
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (07) : 1486 - 1490
  • [49] Heterogeneous ring-opening reactions and Knoevenagel condensation reactions with cobalt complexes: Effect of CoII versus CoIII states on catalysis
    Kumar, Sushi
    Gupta, Rajeev
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2018, 95 (07) : 843 - 851
  • [50] Facile enantioselective ring-opening reaction of meso epoxides with anilines using (S)-(-)-BINOL-Ti complex as a catalyst
    Kureshy, RI
    Singh, S
    Khan, NUH
    Abdi, SHR
    Suresh, E
    Jasra, RV
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (05) : 1303 - 1309
12345