Catalytic dihydroxylation of olefins with hydrogen peroxide: An organic-solvent- and metal-free system

被引:160
|
作者
Usui, Y [1 ]
Sato, K [1 ]
Tanaka, M [1 ]
机构
[1] Natl Inst Adv Ind Sci & Technol, AIST, Res Inst Green Technol, Tsukuba, Ibaraki 3058565, Japan
关键词
alkenes; dihydroxylation; green chemistry; hydrogen peroxide; oxidation;
D O I
10.1002/anie.200352568
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Green and convenient: Olefins are oxidized to 1,2-diols in high yield with 30% H2O2 in the presence of resin-supported sulfonic acid (see scheme) under metal-free conditions without any organic solvent. The catalyst can be recycled easily and is effective for at least 10 cycles.
引用
收藏
页码:5623 / 5625
页数:3
相关论文
共 50 条
  • [1] Metal-Free Dihydroxylation of Alkenes using Cyclobutane Malonoyl Peroxide
    Jones, Kevin M.
    Tomkinson, Nicholas C. O.
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (02): : 921 - 928
  • [2] Hydrogen peroxide oxidation of aldehydes to carboxylic acids: an organic solvent-, halide- and metal-free procedure
    Sato, K
    Hyodo, M
    Takagi, J
    Aoki, M
    Noyori, R
    TETRAHEDRON LETTERS, 2000, 41 (09) : 1439 - 1442
  • [3] Metal-Free Electrocatalysts for Oxygen Reduction to Hydrogen Peroxide
    Wang, Zhe
    James, Dustin K.
    Tour, James M.
    ADVANCED ENERGY AND SUSTAINABILITY RESEARCH, 2021, 2 (07):
  • [4] Metal-free syn-dihydroxylation of alkenes
    Picon, Sylvain
    Tomkinson, Nicholas C. O.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [5] Metal-free electrochemical dihydroxylation of unactivated alkenes
    Liu, Min
    Feng, Tian
    Wang, Yanwei
    Kou, Guangsheng
    Wang, Qiuyan
    Wang, Qian
    Qiu, Youai
    NATURE COMMUNICATIONS, 2023, 14 (01)
  • [6] Metal-free electrochemical dihydroxylation of unactivated alkenes
    Min Liu
    Tian Feng
    Yanwei Wang
    Guangsheng Kou
    Qiuyan Wang
    Qian Wang
    Youai Qiu
    Nature Communications, 14
  • [7] An Effective Catalytic Epoxidation of Terpenes with Hydrogen Peroxide under Organic Solvent-Free Conditions
    Kon, Yoshihiro
    Ono, Yutaka
    Matsumoto, Tomohiro
    Sato, Kazuhiko
    SYNLETT, 2009, (07) : 1095 - 1098
  • [8] Vanadyl acetylacetonate as peroxide activator in osmium-catalyzed dihydroxylation of olefins by hydrogen peroxide
    Éll, AH
    Jonsson, SY
    Börje, A
    Adolfsson, H
    Bäckvall, JE
    TETRAHEDRON LETTERS, 2001, 42 (13) : 2569 - 2571
  • [9] Fe(PyTACN)-Catalyzed cis-Dihydroxylation of Olefins with Hydrogen Peroxide
    Prat, Irene
    Font, David
    Company, Anna
    Junge, Kathrin
    Ribas, Xavi
    Beller, Matthias
    Costas, Miquel
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (05) : 947 - 956
  • [10] An efficient recyclable catalytic system for asymmetric dihydroxylation of olefins
    Jiang, R
    Kuang, YQ
    Sun, XY
    ACTA CHIMICA SLOVENICA, 2005, 52 (04) : 467 - 470