title: Concise synthesis of the hasubanan alkaloid (±)-cepharatine A using a Suzuki coupling reaction to effect o,p-phenolic coupling.
abstract: Suzuki coupling of 10 and 11 resulted in 9, which was O-alkylated to provide 12. Treatment of 12 with CsF in DMF resulted in the formation of the completed core structure 13 in a single step. Reductive amination of 13 completed the synthesis of (±)-cepharatine A, 4.
authors.affiliation: Department of Chemistry and Biochemistry, University of Texas at Austin , 1 University Station A5300, Austin, Texas 78712, United States.
authors.forename: Philip
authors.initials: P
authors.lastname: Magnus
authors.forename: Charles
authors.initials: C
authors.lastname: Seipp
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000478:Alkylation; D000586:Amination; D015394:Molecular Structure; D010636:Phenols; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D010636:Phenols; C586659:cepharatine A