title: Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III).
abstract: A direct catalytic substitution of various allylic and benzylic alcohols with synthetically useful, but acid-sensitive Boc, Bus, and Dios protected amine nucleophiles, which have not been well utilized for Lewis acid catalysis, with various functionalities (OTBS, OTHP, etc.) was efficiently catalyzed by 1 mol% of Au(III) under mild conditions.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University and CREST, JST, Fukuoka, Japan. ohshima@phar.kyushu-u.ac.jp
authors.forename: Takashi
authors.initials: T
authors.lastname: Ohshima
authors.forename: Yasuhito
authors.initials: Y
authors.lastname: Nakahara
authors.forename: Junji
authors.initials: J
authors.lastname: Ipposhi
authors.forename: Yoshiki
authors.initials: Y
authors.lastname: Miyamoto
authors.forename: Kazushi
authors.initials: K
authors.lastname: Mashima
mesh_terms: D000588:Amines / Q000737:chemistry; D001592:Benzyl Alcohols / Q000737:chemistry; D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D058116:Lewis Acids / Q000737:chemistry; D009584:Nitrogen / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry
chemical_list: D000588:Amines; D001592:Benzyl Alcohols; D058116:Lewis Acids; D020005:Propanols; C006463:allyl alcohol; D006046:Gold; D009584:Nitrogen