title: Progress toward the total synthesis of frondosin C.
abstract: A straightforward approach toward the total synthesis of frondosin C is described. This strategy involves a key one-pot, microwave-assisted 5-exo cyclization-Claisen rearrangement sequence that was used for the expedient assembly of the frondosic C scaffold. Subsequent manipulation of the tetracyclic core allowed the synthesis of an advanced intermediate bearing the characteristic diene moiety in the B ring. [reaction: see text]
authors.affiliation: Department of Chemistry, Connecticut College, 270 Mohegan Avenue, New London, CT 06320, USA.
authors.forename: Xin
authors.initials: X
authors.lastname: Li
authors.forename: Robert E
authors.initials: RE
authors.lastname: Kyne
authors.forename: Timo V
authors.initials: TV
authors.lastname: Ovaska
mesh_terms: D000818:Animals; D002384:Catalysis; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D008872:Microwaves; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry
chemical_list: D006576:Heterocyclic Compounds, 4 or More Rings; C506349:frondosin C