Synthesis 2021; 53(11): 2000-2006
DOI: 10.1055/s-0040-1705990
paper

Development of a Novel Method for Trimethylsilylation of Saccharides­

Jyun-Siao Chen
a   Department of Chemistry, National Chung Hsing University, Taichung 402, Taiwan
,
Yi-Fan Ke
a   Department of Chemistry, National Chung Hsing University, Taichung 402, Taiwan
,
Heng-Yan Lin
a   Department of Chemistry, National Chung Hsing University, Taichung 402, Taiwan
,
Wesley Lin
b   Morrison Academy, Taichung 406, Taiwan
,
Wei-Chung Yen
c   Taipei Municipal Neihu High School, Taipei 114, Taiwan
,
Hsin-Ru Wu
d   Instrumentation Center, MOST, National Tsing Hua University, Hsinchu 300, Taiwan
,
Shun-Yuan Luo
a   Department of Chemistry, National Chung Hsing University, Taichung 402, Taiwan
› Institutsangaben
The authors thank the Ministry of Science and Technology (MOST) in Taiwan (MOST 107-2113-M-005-021) and National Chung Hsing University for financial support.


Abstract

The trimethylsilyl (TMS) group is widely used in carbo­hydrate synthesis, although this protecting group is unstable and its post-synthetic purification challenging. The successful trimethylsilyl­ation 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.

Supporting Information



Publikationsverlauf

Eingereicht: 18. Oktober 2020

Angenommen nach Revision: 10. November 2020

Artikel online veröffentlicht:
19. Januar 2021

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