title: Enantioselective total synthesis of (+)-scuteflorin A using organocatalytic asymmetric epoxidation.
abstract: We report the first enantioselective total synthesis of (+)-scuteflorin A in 14% overall yield, employing a chiral iminium salt to effect an organocatalytic asymmetric epoxidation of xanthyletin in >99% ee as the key step.
authors.affiliation: School of Chemistry, University of East Anglia , Norwich Research Park, Norwich, Norfolk NR4 7TJ, UK.
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Bartlett
authors.forename: David P
authors.initials: DP
authors.lastname: Day
authors.forename: Yohan
authors.initials: Y
authors.lastname: Chan
authors.forename: Steven M
authors.initials: SM
authors.lastname: Allin
authors.forename: Michael J
authors.initials: MJ
authors.lastname: McKenzie
authors.forename: Alexandra M Z
authors.initials: AM
authors.lastname: Slawin
authors.forename: Philip C Bulman
authors.initials: PC
authors.lastname: Page
mesh_terms: D002384:Catalysis; D003374:Coumarins / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry*; D015394:Molecular Structure; D055601:Organic Chemistry Phenomena; D039681:Pyranocoumarins / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D003374:Coumarins; D004852:Epoxy Compounds; D039681:Pyranocoumarins; C020814:xanthyletine; C541668:scuteflorin A