title: The efficient direct synthesis of N,O-acetal compounds as key intermediates of discorhabdin A: oxidative fragmentation reaction of alpha-amino acids or beta-amino alcohols by using hypervalent iodine(III) reagents.
abstract: Hypervalent iodine(III) reagents are readily available, easy to handle, and have a low toxicity and similar reactivities to those of heavy metal reagents, and hence they are used for various oxidative reactions. The oxidative cleavage of alkynes or carbonyl compounds by using bis(trifluoroacetoxy)iodo(III) pentafluorobenzene (C(6)F(5)I(OCOCF(3))(2)) has been reported. Herein, the efficient direct synthesis of N,O-acetal compounds as key intermediates of discorhabdin A, by the oxidative fragmentation reaction of alpha-amino acids or beta-amino alcohols by using C(6)F(5)I(OCOCF(3))(2), is described.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, Suita, Osaka, 565-0871, Japan.
authors.forename: Yu
authors.initials: Y
authors.lastname: Harayama
authors.forename: Masako
authors.initials: M
authors.lastname: Yoshida
authors.forename: Daigo
authors.initials: D
authors.lastname: Kamimura
authors.forename: Yasufumi
authors.initials: Y
authors.lastname: Wada
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Kita
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D000605:Amino Alcohols / Q000737:chemistry*; D002384:Catalysis; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D011809:Quinones / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013841:Thiazepines / Q000138:chemical synthesis*; D005464:Fluorobenzenes; D005466:Fluorocarbons; D006847:Hydrocarbons, Iodinated
chemical_list: D000596:Amino Acids; D000605:Amino Alcohols; D006846:Hydrocarbons, Halogenated; D011809:Quinones; D013141:Spiro Compounds; D013841:Thiazepines; C521471:bis(trifluoroacetoxy)iodo(III) pentafluorobenzene; D005464:Fluorobenzenes; D005466:Fluorocarbons; D006847:Hydrocarbons, Iodinated; C471812:discorhabdin A