title: Studies toward frondosin A and its analogues. Formal total synthesis of (+/-)-frondosin A.
abstract: Two reaction sequences commencing with different starting materials were successfully employed for the synthesis of frondosin A analogues, including (+/-)-frondosin A dimethyl ether. Construction of the bicyclo[5.4.0]undecane core in each case was achieved through an expedient microwave-assisted tandem 5-exo cyclization--Claisen rearrangement process.
authors.affiliation: Department of Chemistry, Connecticut College, 270 Mohegan Avenue, New London, Connecticut 06320, USA.
authors.forename: Xin
authors.initials: X
authors.lastname: Li
authors.forename: Alec E
authors.initials: AE
authors.lastname: Keon
authors.forename: Jonathan A
authors.initials: JA
authors.lastname: Sullivan
authors.forename: Timo V
authors.initials: TV
authors.lastname: Ovaska
mesh_terms: D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D004987:Ethers / Q000138:chemical synthesis; D015394:Molecular Structure
chemical_list: D001643:Bridged Bicyclo Compounds; D004987:Ethers; C524890:frondosin A