Rapid assembly of vinigrol's unique carbocyclic skeleton.
Detailed in this account are our efforts toward the total synthesis of vinigrol. A highly expedient and convergent synthetic approach made possible by the use of a strategic oxidative dearomatization reaction coupled with a series of ensuing substrate controlled transformations is discussed.
Morton
Jason G M
JG
Department of Chemistry and Chemical Biology, Baker Laboratory, Cornell University, Ithaca, New York 14853-1301, USA.
Draghici
Cristian
C
Kwon
Laura D
LD
Njardarson
Jon T
JT
D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D007700:Kinetics; D011748:Pyrogallol / Q000737:chemistry
D004224:Diterpenes; D011748:Pyrogallol; C055112:vinigrol