Author/Authors :
Brian Adger، نويسنده , , M.Teresa Bes، نويسنده , , Gideon Grogan، نويسنده , , Raymond McCague، نويسنده , , Sandrine Pedragosa-Moreau، نويسنده , , Stanley M. Roberts، نويسنده , , Raffaella Villa، نويسنده , , Peter W.H Wan، نويسنده , , Andrew J. Willets، نويسنده ,
Abstract :
2-(2-Acetoxyethyl)cyclohexanone (4) was converted into the lactone (−)-(5) regio- and enantioselectively using 2-oxo-Δ3-4,5,5-trimethylcyclopentenyl acetyl-CoA monooxygenase, an NADPH-dependent Baeyer-Villiger monooxygenase from camphor grown Pseudomonas putida NCIMB 10007. The lactone (−)-(5) was converted into (R)-(+)-lipoic acid in six steps. In contrast cyclopentanone monooxygenase, an NADPH-dependent Baeyer-Villiger monooxygenase from cyclopentanol-grown Pseudomonas sp. NCIMB 9872 selectively oxidized the (S)-enantiomer of the ketone (4) giving better access to optically enriched, naturally occurring lipoic acid.