title: Direct Generation of Triketide Stereopolyads via Merged Redox-Construction Events: Total Synthesis of (+)-Zincophorin Methyl Ester.
abstract: (+)-Zincophorin methyl ester is prepared in 13 steps (longest linear sequence). A bidirectional redox-triggered double anti-crotylation of 2-methyl-1,3-propane diol directly assembles the triketide stereopolyad spanning C4-C12, significantly enhancing step economy and enabling construction of (+)-zincophorin methyl ester in nearly half the steps previously required.
authors.affiliation: University of Texas at Austin, Department of Chemistry, Austin, Texas 78712, United States.
authors.forename: Zachary A
authors.initials: ZA
authors.lastname: Kasun
authors.affiliation: University of Texas at Austin, Department of Chemistry, Austin, Texas 78712, United States.
authors.forename: Xin
authors.initials: X
authors.lastname: Gao
authors.affiliation: University of Texas at Austin, Department of Chemistry, Austin, Texas 78712, United States.
authors.forename: Radoslaw M
authors.initials: RM
authors.lastname: Lipinski
authors.affiliation: University of Texas at Austin, Department of Chemistry, Austin, Texas 78712, United States.
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Krische
mesh_terms: D000478:Alkylation; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D007476:Ionophores / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D061065:Polyketides / Q000138:chemical synthesis / Q000737:chemistry; D011409:Propylene Glycols / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D002264:Carboxylic Acids; D007476:Ionophores; D061065:Polyketides; D011409:Propylene Glycols; C488419:zincophorin methyl ester; C437090:2-methyl-1,3-propanediol