title: Approach toward the total synthesis of 5-hydroxyaloin A.
abstract: The synthesis of a thiomethyl analogue of 5-hydroxyaloin A has been achieved using benzyne and naphthyne [4 + 2] cycloadditions with substituted furans. A regiocontrolled cycloaddition was achieved using a silicon tether, and a regioselective ring opening was accomplished using a sulfide as a directing group.
authors.affiliation: Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, USA.
authors.forename: Kristen J
authors.initials: KJ
authors.lastname: Procko
authors.forename: Hui
authors.initials: H
authors.lastname: Li
authors.forename: Stephen F
authors.initials: SF
authors.lastname: Martin
mesh_terms: D003500:Cyclization; D004642:Emodin / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: C555572:5-hydroxyaloin A; D004642:Emodin