Oxidation of Diols and Ethers by NaBrO3/NaHSO3 Reagent.

S Sakaguchi, D Kikuchi, Y Ishii

Index: Sakaguchi, Satoshi; Kikuchi, Daisuke; Ishii, Yasutaka Bulletin of the Chemical Society of Japan, 1997 , vol. 70, # 10 p. 2561 - 2566

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Citation Number: 42

Abstract

NaBrO 3 combined with NaHSO 3 was found to be an excellent oxidizing reagent of alcohols, diols, and ethers under mild conditions. A variety of aliphatic and cyclic diols were selectively oxidized with satisfactory yields to the corresponding hydroxy ketones and/or diketones, which are difficult to selectively prepare due to a concomitant formation of cleaved products. For example, 2-hydroxycyclohexanone and 1, 2-cyclohexanedione ...