4.5 Article

Development of a Novel Method for Trimethylsilylation of Saccharides

期刊

SYNTHESIS-STUTTGART
卷 53, 期 11, 页码 2000-2006

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1705990

关键词

phosphotungstic acid; trimethylsilyl acetate; trimethyl-silylation; recover; reused; catalysis

资金

  1. Ministry of Science and Technology (MOST) in Taiwan [MOST 107-2113-M-005-021]
  2. National Chung Hsing University

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This method reports the successful trimethylsilylation of carbohydrates under alkaline conditions using recyclable and efficient acidic catalyst PTA/HMDS and the novel reagent TMSOAc (TEA/TMSOAc). Unlike traditional methods, these reactions proceed in good to excellent yields without requiring column chromatography for purification.
The trimethylsilyl (TMS) group is widely used in carbo-hydrate synthesis, although this protecting group is unstable and its post-synthetic purification challenging. The successful trimethylsilyl-ation of carbohydrates mediated by recyclable and efficient acidic catalyst PTA/HMDS and the novel reagent, TMSOAc (TEA/TMSOAc), under alkaline condition is reported. The advantages of these methods are that the reactions proceed in good to excellent yields without applying column chromatography for purification.

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