title: A diastereodivergent synthetic strategy for the syntheses of communesin F and perophoramidine.
abstract: An efficient, unified, and stereodivergent approach toward communesin F and perophoramidine was examined. The C(3) all-carbon quaternary center of an oxindole was smoothly constructed by base-promoted indolone-malonate alkylation chemistry. The complementary relative stereochemistry of the crucial vicinal quaternary centers found in communesin F and perophoramidine was selectively installed by substrate-controlled decarboxylative allylic alkylations.
authors.affiliation: The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology , 1200 East California Boulevard, MC 101-20, Pasadena, California 91125, United States.
authors.forename: Seo-Jung
authors.initials: SJ
authors.lastname: Han
authors.forename: Florian
authors.initials: F
authors.lastname: Vogt
authors.forename: Shyam
authors.initials: S
authors.lastname: Krishnan
authors.forename: Jeremy A
authors.initials: JA
authors.lastname: May
authors.forename: Michele
authors.initials: M
authors.lastname: Gatti
authors.forename: Scott C
authors.initials: SC
authors.lastname: Virgil
authors.forename: Brian M
authors.initials: BM
authors.lastname: Stoltz
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000478:Alkylation; D000818:Animals; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010407:Penicillium / Q000737:chemistry; D013237:Stereoisomerism; D014561:Urochordata / Q000737:chemistry
chemical_list: D000470:Alkaloids; D006576:Heterocyclic Compounds, 4 or More Rings; D006846:Hydrocarbons, Halogenated; C522025:communesin F; C472225:perophoramidine