Synthesis of Diketones and. OMEGA.-Hydroxy Ketones from Methyl Ketones and. ALPHA.,. OMEGA.-Diols by an [IrCl (cod)] 2/PPh3/KOH System

K Maeda, Y Obora, S Sakaguchi, Y Ishii

Index: Maeda, Kensaku; Obora, Yasushi; Sakaguchi, Satoshi; Ishii, Yasutaka Bulletin of the Chemical Society of Japan, 2008 , vol. 81, # 6 p. 689 - 696

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Citation Number: 26

Abstract

ω-Hydroxy ketones and diketones, which are important starting materials for the synthesis of cycloalkanones and heterocyclic compounds, were prepared by the one-step reaction of methyl ketones with α, ω-diols under the influence of an iridium complex and a base. The selectivity of ω-hydroxy ketones and diketones could be controlled by varying the starting ratio of methyl ketones to α, ω-diols. For example, reaction using acetophenone (5 equiv) ...