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Tetranuclear zinc cluster: A dual purpose catalyst for per-: O -acetylation and de- O -acetylation of carbohydrates
期刊文章

Tetranuclear zinc cluster: A dual purpose catalyst for per-: O -acetylation and de- O -acetylation of carbohydrates

Ting-Wei Lin, Avijit K. Adak, Hong-Jyune Lin, Anindya Das, Wei-Chen Hsiao, Ting-Chun KuanChun-Cheng Lin
RSC Advances, 卷.6(63), 頁碼.58749-58754
2016

摘要

Chemistry (all) Chemical Engineering (all)
The trifluoroacetic acid adduct of tetranuclear zinc cluster Zn 4 (OCOCF 3 ) 6 O catalysis in per-O-acetylation and de-O-acetylation of carbohydrates at 70 °C can be tuned by adjusting the reaction medium. Per-O-acetylation of hexopyranoses with a near stoichiometric amount of acetic anhydride in toluene resulted in the exclusive formation of pyranosyl products as an anomeric mixture, whereas de-O-acetylation of acetates occurred in methanol in high yields. In the latter, methanol acts as both nucleophile and solvent, and the reaction conditions were compatible to acid- and base-sensitive groups and amino acid derivatives.

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