title: An enantioselective synthesis of cryptocarya diacetate.
abstract: [reaction: see text]. The enantioselective synthesis of cryptocarya diacetate has been achieved in 10 steps from ethyl sorbate. The route relies upon an enantio- and regioselective Sharpless dihydroxylation and a palladium-catalyzed reduction to form a delta-hydroxy-1-enoate, which was subsequently converted into a benzylidene-protected 3,5-dihydroxy carboxylic ester. This ester was converted into cryptocarya diacetate in 14% overall yield via an allylation and methathesis ring closure reaction sequence.
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
authors.forename: T J
authors.initials: TJ
authors.lastname: Hunter
authors.forename: G A
authors.initials: GA
authors.lastname: O'Doherty
mesh_terms: D000085:Acetates / Q000138:chemical synthesis*; D019770:Lauraceae / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000085:Acetates