title: Mild deprotection of methylene acetals in combination with trimethylsilyl triflate-2,2'-bipyridyl.
abstract: The facile deprotection of methylene acetal protection of diols under mild conditions is established. The combination of trimethylsilyl triflate (TMSOTf) and 2,2'-bipyridyl followed by a weakly acidic hydrolysis was effective and the substrates having acid sensitive functional groups can be tolerated under the stated conditions. The selective deprotection between methylene acetal and benzophenone ketal was achieved.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 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: D015082:2,2'-Dipyridyl / Q000031:analogs & derivatives* / Q000737:chemistry; D000080:Acetals / Q000737:chemistry*; D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D006868:Hydrolysis; D015394:Molecular Structure; D013237:Stereoisomerism; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
chemical_list: D000080:Acetals; D000438:Alcohols; D014297:Trimethylsilyl Compounds; C549749:trimethylsilyl triflate-2,2'-bipyridyl; D015082:2,2'-Dipyridyl