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
  • [31] (Salen)Ti(IV) complex catalyzed asymmetric ring-opening of epoxides using dithiophosphorus acid as the nucleophile
    Zhou, Zhenghong
    Li, Zhaoming
    Wang Quanyong
    Liu, Bing
    Li, Kangying
    Zhao, Guofeng
    Zhou, Qilin
    Tang, Chuchi
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (26) : 5790 - 5797
  • [32] Synthesis of δ- and ε-Cyanoesters by Zinc-Catalyzed Ring-Opening of Cyclic Ethers with Acid Chlorides and Subsequent Cyanation
    Stephan Enthaler
    Maik Weidauer
    Catalysis Letters, 2012, 142 : 168 - 175
  • [33] Gold-Catalyzed Divergent Ring-Opening Rearrangement of Cyclopropenes Enabled by Dichotomous Gold-Carbenes
    Li, Tingrui
    Julaiti, Yilitabaier
    Wu, Xiaopeng
    Han, Jie
    Xie, Jin
    CHEMISTRY-A EUROPEAN JOURNAL, 2022, 28 (71)
  • [34] N-Heterocyclic carbenes:: application of ruthenium-alkylidene complexes in ring-opening metathesis polymerization
    Frenzel, U
    Weskamp, T
    Kohl, FJ
    Schattenman, WC
    Nuyken, O
    Herrmann, WA
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 586 (02) : 263 - 265
  • [35] Adsorption Configuration-Determined Selective Hydrogenative Ring Opening and Ring Rearrangement of Furfural over Metal Phosphate
    Tong, Zhikun
    Li, Xiang
    Dong, Jingyu
    Gao, Rui
    Deng, Qiang
    Wang, Jun
    Zeng, Zheling
    Zou, Ji-Jun
    Deng, Shuguang
    ACS CATALYSIS, 2021, 11 (11) : 6406 - 6415
  • [36] A high-performance liquid Ru-based metathesis catalyst for the ring-opening metathesis polymerization of dicyclopentadiene
    Yang, Xianfeng
    Tong, Tao
    Fang, Jiaxing
    Wang, Xinling
    APPLIED CATALYSIS O: OPEN, 2024, 192
  • [37] Stereoselective ring-opening polymerization of a racemic lactide by using achiral salen- and homosalen-aluminum complexes
    Nomura, Nobuyoshi
    Ishii, Ryohei
    Yamamoto, Yoshihiko
    Kondo, Tadao
    CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (16) : 4433 - 4451
  • [38] Fast Ring-Opening Polymerization of 1,2-Disubstituted Epoxides Initiated by a CoIII-Salen Complex
    Liu, Ye
    Yu, Hui Ying
    Lu, Xiao Bing
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2019, 220 (24)
  • [39] Metal-Catalyzed Ring-Opening of Alkylidenecyclopropanes: New Access to Building Blocks with an Acyclic Quaternary Stereogenic Center
    Simaan, Samah
    Goldberg, Alexander F. G.
    Rosset, Stephane
    Marek, Ilan
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (03) : 774 - 778
  • [40] Structurally Defined Ring-Opening and Insertion of Pinacolborane into Aluminium-Nitrogen Bonds of Sterically Demanding Dialkylaluminium Amides
    Pollard, Victoria A.
    Kennedy, Alan R.
    McLellan, Ross
    Ross, Duncan
    Tuttle, Tell
    Mulvey, Robert E.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2021, 2021 (01) : 50 - 53
12345