title: Approach to the synthesis of cladiell-11-ene-3,6,7-triol.
abstract: [reaction: see text] The synthesis of an advanced intermediate in the synthesis of the title compound has been achieved. Key steps include an Ireland-Claisen rearrangement to install the C7 tertiary alcohol stereocenter, an SN2' reaction of an alkoxymethyl Cu reagent, and a diastereoselective Re-catalyzed allylic alcohol transposition.
authors.affiliation: University of Arkansas, Fayetteville, Arkansas 72701, USA.
authors.forename: John M
authors.initials: JM
authors.lastname: Hutchison
authors.forename: Harriet A
authors.initials: HA
authors.lastname: Lindsay
authors.forename: Silvana S
authors.initials: SS
authors.lastname: Dormi
authors.forename: Gavin D
authors.initials: GD
authors.lastname: Jones
authors.forename: David A
authors.initials: DA
authors.lastname: Vicic
authors.forename: Matthias C
authors.initials: MC
authors.lastname: McIntosh
mesh_terms: D001952:Bridged-Ring Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D001952:Bridged-Ring Compounds; D004224:Diterpenes; D005663:Furans; C430551:cladiell-11-ene-3,6,7-triol; D003300:Copper