One-pot preparation and activation of glycosyl trichloroacetimidates: operationally simple glycosylation induced by combined use of solid-supported, reactivity-opposing reagents |
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| Authors: | Masato Oikawa Tatsushi Tanaka Shoichi Kusumoto |
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| Affiliation: | a Laboratory of Biostructural Chemistry, Graduate School of Life Sciences, Tohoku University, Tsutsumidori-Amamiya, Aoba-ku, Sendai 981-8555, Japan
b Department of Chemistry, Graduate School of Science, Osaka University, Machikaneyama-cho 1-1, Toyonaka 560-0043, Japan |
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| Abstract: | By the combined use of solid-supported reactivity-opposing reagents, that is, basic PTBD and acidic Nafion®-SAC resins, sequential reactions consisting of glycosyl trichloroacetimidate formation and glycosylation can be effected in a one-pot operation starting from 1-O-unprotected sugars. The solid-supported reagents can be introduced into the reaction vessel either sequentially or, more conveniently, in a `one-shot' manner in comparable yields. |
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