title: Total synthesis of alotaketal A.
abstract: The total synthesis of the cAMP signaling pathway activator (-)-alotaketal A is reported. A convergent approach to the unusual alotane sesterterpenoid skeleton was employed, exploiting a remarkable LiDBB-mediated coupling of an (R)-carvone-derived δ-lactone with an allyl bromide side chain, followed by spiroacetalization.
authors.affiliation: University Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW, United Kingdom.
authors.forename: Mengyang
authors.initials: M
authors.lastname: Xuan
authors.forename: Ian
authors.initials: I
authors.lastname: Paterson
authors.forename: Stephen M
authors.initials: SM
authors.lastname: Dalby
mesh_terms: D000081005:Cyclohexane Monoterpenes; D015394:Molecular Structure; D039821:Monoterpenes / Q000138:chemical synthesis / Q000737:chemistry; D054830:Sesterterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000081005:Cyclohexane Monoterpenes; D039821:Monoterpenes; D054830:Sesterterpenes; D013141:Spiro Compounds; C546269:alotaketal A; C006923:carvone