Synthesis 2018; 50(09): 1815-1819
DOI: 10.1055/s-0036-1591763
psp
© Georg Thieme Verlag Stuttgart · New York

Dihydroxylation of Olefins with Potassium Permanganate Catalyzed­ by Imidazolium Salt

Autoren

  • Imran Khan

    School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   eMail: luozb@ujs.edu.cn   eMail: xiejm@ujs.edu.cn
  • Zhi-Bin Luo  *

    School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   eMail: luozb@ujs.edu.cn   eMail: xiejm@ujs.edu.cn
  • Anil Valeru

    School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   eMail: luozb@ujs.edu.cn   eMail: xiejm@ujs.edu.cn
  • Yin Xu

    School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   eMail: luozb@ujs.edu.cn   eMail: xiejm@ujs.edu.cn
  • Bin Liu

    School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   eMail: luozb@ujs.edu.cn   eMail: xiejm@ujs.edu.cn
  • Bhavanarushi Sangepu

    School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   eMail: luozb@ujs.edu.cn   eMail: xiejm@ujs.edu.cn
  • Ji-Min Xie*

    School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   eMail: luozb@ujs.edu.cn   eMail: xiejm@ujs.edu.cn

The authors acknowledge the financial support of National Natural Science Foundation (No. 21676129), Jiangsu University scientific research funding (13JD062), and Jiangsu Postdoctoral Foundation (1601034B).
Weitere Informationen

Publikationsverlauf

Received: 19. Dezember 2017

Accepted after revision: 26. Januar 2018

Publikationsdatum:
12. Februar 2018 (online)


Graphical Abstract

Abstract

The development of an efficient and cost-effective cis-di­hydroxylation reaction of acrylate derivatives was achieved. The reaction proceeded in acetone with an imidazolium salt as catalyst to furnish the dihydroxylation of olefins at 0–5 °C using KMnO4 as the oxidant. This efficient and non-aqueous protocol was highly suitable for the large-scale preparation of cis-dihydroxylated compounds from the corresponding acrylate derivatives in high yields without overoxidation.

Supporting Information