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Photo-induced glycosylation using a diaryldisulfide as an organo-Lewis photoacid catalyst†
Naoto Iibuchi,Takahiro Eto,Manabu Aoyagi,Reiji Kurinami,Hayato Sakai,Taku Hasobe,Daisuke Takahashi,Kazunobu Toshima
Organic & Biomolecular Chemistry Pub Date : 01/09/2020 00:00:00 , DOI:10.1039/C9OB02674F
Abstract

Photo-induced glycosylations of several acceptors with trichloroacetimidate donors using bis(2-naphthyl)disulfide as an organo-Lewis photoacid (LPA) catalyst proceeded effectively to give the corresponding glycosides in good to high yields. In addition, the ground and excited state absorption spectra of bis(2-naphthyl)disulfide with or without NEt3 suggested the Lewis acidity of bis(2-naphthyl)disulfide upon photo-irradiation.

Graphical abstract: Photo-induced glycosylation using a diaryldisulfide as an organo-Lewis photoacid catalyst
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