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

Imran Khan
School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   Email: [email protected]   Email: [email protected]
,
School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   Email: [email protected]   Email: [email protected]
,
Anil Valeru
School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   Email: [email protected]   Email: [email protected]
,
Yin Xu
School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   Email: [email protected]   Email: [email protected]
,
Bin Liu
School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   Email: [email protected]   Email: [email protected]
,
Bhavanarushi Sangepu
School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   Email: [email protected]   Email: [email protected]
,
Ji-Min Xie*
School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang, 212013, P. R. of China   Email: [email protected]   Email: [email protected]
› Author Affiliations
The authors acknowledge the financial support of National Natural Science Foundation (No. 21676129), Jiangsu University scientific research funding (13JD062), and Jiangsu Postdoctoral Foundation (1601034B).
Further Information

Publication History

Received: 19 December 2017

Accepted after revision: 26 January 2018

Publication Date:
12 February 2018 (online)


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

 
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