De novo synthesis of (+)-isofregenedol.
An efficient enantioselective synthesis of (+)-isofregenedol was achieved in 13 steps from commercially available cyclohexene oxide without the use of protecting groups. The tetrahydronaphthalenic core of isofregenedol was obtained via a gold(I)-catalyzed benzannulation recently developed in our laboratory.
Riou
Maxime
M
Department of Chemistry, 10 Marie Curie, University of Ottawa, Ottawa, Canada K1N 6N5.
Barriault
Louis
L
D002384:Catalysis; D053138:Cyclohexenes / Q000737:chemistry*; D006046:Gold / Q000737:chemistry; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D053138:Cyclohexenes; D009281:Naphthalenes; C532795:isofregenedol; C007193:cyclohexene oxide; D006046:Gold