title: Facile enantiodivergent approach to 5-hydroxy-5,6-dihydro-2(1H)-pyridones. First total synthesis of both enantiomers of pipermethystine.
abstract: [reaction: see text]. A novel enantiodivergent approach to 5-hydroxy-5,6-dihydro-2(1H)-pyridones using a ring closing metathesis and a lipase-mediated kinetic resolution as key steps is described and applied to the first synthesis of both enantiomers of pipermethystine.
authors.affiliation: Emory University, Department of Chemistry, 1515 Pierce Drive, Atlanta, Georgia 30322, USA.
authors.forename: R G
authors.initials: RG
authors.lastname: Arrayás
authors.forename: A
authors.initials: A
authors.lastname: Alcudia
authors.forename: L S
authors.initials: LS
authors.lastname: Liebeskind
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis; D002626:Chemistry, Pharmaceutical; D003500:Cyclization; D020901:Kava / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D011728:Pyridones / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D011728:Pyridones; C448623:pipermethystine