Reinvestigation of Phenolic Ferrier Reaction : Selective Synthesis of Aryl O-Δ2-Glycosides

Toshiro Noshita; Takeyoshi Sugiyama; Yoshiharu Kitazumi; Takayuki Oritani

doi:10.1271/bbb.59.2052

Bioscience, Biotechnology, and Biochemistry

Online ISSN : 1347-6947
Print ISSN : 0916-8451

Reinvestigation of Phenolic Ferrier Reaction : Selective Synthesis of Aryl O-Δ²-Glycosides

Toshiro Noshita, Takeyoshi Sugiyama, Yoshiharu Kitazumi, Takayuki Oritani

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JOURNAL FREE ACCESS

1995 Volume 59 Issue 11 Pages 2052-2055

DOI https://doi.org/10.1271/bbb.59.2052

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Abstract

Reinvestigation of the phenolic Ferrier reaction is described. Ferrier reaction between acetylglycals and phenols in toluene in the presence of a catalytic amount of Lewis acid at low temperature gave aryl O-Δ²-glycosides in moderate to good yields, but the reaction in dichloromethane resulted in the formation of aryl C-Δ²-glycosides predominantly.

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