학술논문

Synthesis of unsymmetrical glycosyl diselenides by the treatment of symmetrical diselenides with glycosyl selenocyanates.
Document Type
Article
Source
Tetrahedron. Aug2021, Vol. 95, pN.PAG-N.PAG. 1p.
Subject
*HYDRAZINE derivatives
*CHEMICAL yield
*HYDRAZINE
*HYDRAZINES
Language
ISSN
0040-4020
Abstract
A novel reaction condition has been developed for the synthesis of unsymmetrical glycosyl diselenide derivatives in excellent yield by the reaction of glycosyl selenocyanates as selenol surrogates with symmetrical diselenides in the presence of hydrazine monohydrate at room temperature. The reaction metal-free condition is reasonably fast, simple, non-malodorous and suitable for scale-up. [Display omitted] • Unsymmetrical glycosyl diselenides were prepared by nucleophilic addition of selenols to diselenides. • Non-anomerically linked alkyl glycosyl diselenides were synthesized. • Glycosyl selenocyanates were hydrolyzed into selenolates by hydrazine monohydrate. • Glycosyl selenocyanates were used as glycosyl selenol surrogates. • All reactions were simple, high yielding and suitable for scaling up. [ABSTRACT FROM AUTHOR]