Total synthesis of (+/-)-frondosin B.
An expeditious reaction sequence featuring a microwave-assisted tandem 5-exo cyclization-Claisen rearrangement process was used to assemble the A/B ring system of frondosin B. Completion of the target natural product was achieved in 38.2% yield over an eight-step linear sequence.
Li
Xin
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Department of Chemistry, Connecticut College, 270 Mohegan Avenue, New London, Connecticut 06320, USA.
Ovaska
Timo V
TV
D001643:Bridged Bicyclo Compounds / Q000737:chemistry; D018360:Crystallography, X-Ray; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D007536:Isomerism; D007659:Ketones / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure
D001643:Bridged Bicyclo Compounds; D006576:Heterocyclic Compounds, 4 or More Rings; D007659:Ketones; C421322:frondosin B