Literature DB >> 12153205

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

Takashi Ooi1, Hidehito Otsuka, Tomoya Miura, Hayato Ichikawa, Keiji Maruoka.   

Abstract

[reaction: see text] 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 degrees 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 of acetone and 2 (3-5 mol %).

Entities:  

Year:  2002        PMID: 12153205     DOI: 10.1021/ol020094c

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  Symbiotic reagent activation: Oppenauer oxidation of magnesium alkoxides by silylglyoxylates triggers second-stage aldolization.

Authors:  Xin Linghu; Andrew D Satterfield; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2006-07-26       Impact factor: 15.419

  1 in total

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