title: Oxonium ylide rearrangement of enzymatically desymmetrized glutarates.
abstract: The combination of an enzyme-mediated enantioselective desymmetrization of readily available 3-benzyloxyglutarates and subsequent rhodium-catalyzed oxonium ylide rearrangement of their corresponding in situ derived diazo ketones offers a very concise and highly stereoselective access to functionalized tetrahydrofuranone building blocks.
authors.affiliation: Department für Chemie, Universität zu Köln , DE-50939 Cologne, Germany.
authors.forename: Benedikt
authors.initials: B
authors.lastname: Skrobo
authors.forename: Jan
authors.initials: J
authors.lastname: Deska
mesh_terms: D002384:Catalysis; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D005977:Glutarates / Q000737:chemistry*; D015394:Molecular Structure; D009861:Onium Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005663:Furans; D005977:Glutarates; D009861:Onium Compounds; C027727:hydronium ion; D012238:Rhodium