Microbial oxidation in synthesis: A six step perparation of (+)-pinitol from benzene

✍ Scribed by Steven V Ley; Francine Sternfeld; Stephen Taylor

• Book ID: 104227361
• Publisher: Elsevier Science
• Year: 1987
• Tongue: French
• Weight: 126 KB
• Volume: 28
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)95692-2

✦ Synopsis

Synthesis of I+)-pinitol

in 35% overaLL yield from benzene has been achieved where the key step involved microbial oxidation of benzene to cis-1,2-dihy&oxycycZohexa-3,5-diene. Traditionally the conversion of aromatic substrates to non-aromatic compounds relies almost entirely on the use of the Birch reduction, or other reduction processes, to disrupt the inherent stability of the aromatic sextet. There is no single chemical process to date which permits the direct oxidation of benzene or very simple aromatic systems to synthetically useful substances'.