Biooxidation of Primary Alcohols to Aldehydes through Hydrogen Transfer Employing Janibacter terrae

✍ Scribed by Thomas Orbegozo; Johannes G. de Vries; Wolfgang Kroutil

• Book ID: 102176387
• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 353 KB
• Volume: 2010
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.201000260

✦ Synopsis

Abstract

Chemoselective oxidations still represent a challenge for chemists. Lyophilized cells of Janibacter terrae were employed for the chemoselective oxidation of primary alcohols to the corresponding aldehydes by hydrogen transfer with the use of acetaldehyde as the hydrogen acceptor. Secondary alcohol moieties were transformed at a much slower rate. The substrate spectrum encompasses substituted benzyl alcohols, whereby substrates with a substituent in the meta position were well tolerated, whereas only very small substituents were tolerated in the ortho position. Furthermore, n‐alkanols and allylic alcohols were transformed with good conversions. The biocatalyst was compatible with DMSO as a water miscible organic solvent up to 30 % v/v.