Convergent formal syntheses of (+/-)-brussonol and (+/-)-abrotanone via an intramolecular Marson-type cyclization.
The formal convergent syntheses of both (+/-)-brussonol and (+/-)-abrotanone are reported. The key step involved the diastereoselective capture of an in situ generated oxocarbenium cation via an intramolecular Friedel-Crafts/Marson-type cyclization.
Martinez-Solorio
Dionicio
D
Department of Chemistry, The University of Alabama, Tuscaloosa, Alabama 35487-0336, USA.
Jennings
Michael P
MP
D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism
D004224:Diterpenes; C522057:abrotanone; C502780:brussonol