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Product stereospecificity in the microbial reduction of imidazol-1-yl methyl aryl ketones

✍ Scribed by Randall Lis; Walton B. Caldwell; Gregory I. Rudd; William C. Lumma Jr.; Georg Alexander Hoyer; Karl Petzoldt; Gerhard Cleve; Gerhard Sauer

Book ID: 104233425
Publisher: Elsevier Science
Year: 1987
Tongue: French
Weight: 203 KB
Volume: 28
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)81022-4

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✦ Synopsis

Various microorganisms can be used to reduce ketoimidazole 3 to hydroxyimidazole 4. contrast, Only one enantiomer (i.e., (R)-4) is produced. In ketoimidazolium salt 2 is not reduced uiider identical conditions.

The importance of racemic imidazolium salt 1 as an active Class III antiarrhythmic agent' prompted us to investigate syntheses of its' enantiomers. One possible route would be via the microbiological reduction of ketoimidazolium salt 2 to give (R)-1 and/or (S)-1 (eq. 1).

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