title: Enantioselective total synthesis of (-)-dehydrobatzelladine C. [structure: see text].
abstract: The oxidation of two tethered Biginelli adducts was examined as a potential key step in total syntheses of highly oxidized batzelladine and crambescidin alkaloids. Although angular hydroxyl substitution could not be introduced, dehydrogenation was readily accomplished. This latter conversion is a key step in the first total synthesis of dehydrobatzelladine C. [structure: see text]
authors.affiliation: Department of Chemistry, 516 Rowland Hall, University of California at Irvine, Irvine, CA 96697-2025, USA.
authors.forename: Shawn K
authors.initials: SK
authors.lastname: Collins
authors.forename: Andrew I
authors.initials: AI
authors.lastname: McDonald
authors.forename: Larry E
authors.initials: LE
authors.lastname: Overman
authors.forename: Young Ho
authors.initials: YH
authors.lastname: Rhee
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis*; D006146:Guanidines / Q000138:chemical synthesis*; D006865:Hydrogenation; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D006146:Guanidines; C496159:dehydrobatzelladine C