Organic letters

Practical Oppenauer (OPP) oxidation of alcohols with a modified aluminum catalyst

T Ooi, H Otsuka, T Miura, H Ichikawa, K Maruoka

Index: Ooi, Takashi; Otsuka, Hidehito; Miura, Tomoya; Ichikawa, Hayato; Maruoka, Keiji Organic Letters, 2002 , vol. 4, # 16 p. 2669 - 2672

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Citation Number: 42

Abstract

Modified aluminum catalyst 2 was found to be highly effective for Oppenauer (OPP) oxidation of alcohols under mild conditions. For example, oxidation of carveol in toluene with t-BuCHO (1.2 equiv) as a hydride acceptor in the presence of 2 (1 mol%) proceeded smoothly at 21° C to give carvone in 94% yield after 1 h. A practical aspect of this system was highlighted by the facile OPP oxidation of terpenoids and steroids with 1.2-3.0 equiv ...