title: Novel regiocontrolled protection of 1,2- and 1,3-diols via mild cleavage of methylene acetals.
abstract: The regiocontrolled protection of unsymmetrical 1,2- and 1,3-diols has been developed. Different types of protected diols are available from the methylene acetal in a one-pot procedure. Highly regioselective protection of diols with a silyl group at the less hindered hydroxy group as well as with a MOM group at the more hindered one were achieved. The reaction conditions are mild without affecting other functional groups including acid-labile function.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka Suita, Osaka 565-0871, Japan. fujioka@phs.osaka-u.ac.jp
authors.forename: Hiromichi
authors.initials: H
authors.lastname: Fujioka
authors.forename: Kento
authors.initials: K
authors.lastname: Senami
authors.forename: Ozora
authors.initials: O
authors.lastname: Kubo
authors.forename: Kenzo
authors.initials: K
authors.lastname: Yahata
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Minamitsuji
authors.forename: Tomohiro
authors.initials: T
authors.lastname: Maegawa
mesh_terms: D000080:Acetals / Q000737:chemistry*; D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000080:Acetals; D000438:Alcohols