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

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 spectr...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2020-02, Vol.18 (5), p.851-855
Main Authors: Iibuchi, Naoto, Eto, Takahiro, Aoyagi, Manabu, Kurinami, Reiji, Sakai, Hayato, Hasobe, Taku, Takahashi, Daisuke, Toshima, Kazunobu
Format: Article
Language:English
Subjects:
Absorption spectra
Acidity
Catalysts
Donors (electronic)
Excitation spectra
Glycosides
Glycosylation
Irradiation
Radiation
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Summary: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 NEt 3 suggested the Lewis acidity of bis(2-naphthyl)disulfide upon photo-irradiation. 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.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob02674f