Accessing tetrahydrofuran-based natural products by microbial Baeyer-Villiger biooxidation.
A heterobicyclic lactone obtained by stereoselective Baeyer-Villiger biooxidation with recombinant whole-cells expressing cyclopentanone monooxygenase from Comamonas sp. NCIMB 9872 was used for formal total syntheses of various natural products containing a tetrahydrofuran structural motif.
Mihovilovic
Marko D
MD
Vienna University of Technology, Institute of Applied Synthetic Chemistry, Getreidemarkt 9/163-OC, A-1060 Vienna, Austria. mmihovil@pop.tuwien.ac.at
Bianchi
Dario A
DA
Rudroff
Florian
F
D001688:Biological Products / Q000096:biosynthesis* / Q000737:chemistry*; D020585:Comamonas / Q000737:chemistry* / Q000378:metabolism*; D005663:Furans / Q000737:chemistry* / Q000378:metabolism*; D015394:Molecular Structure; D010084:Oxidation-Reduction
D001688:Biological Products; D005663:Furans; C018674:tetrahydrofuran