Please use this identifier to cite or link to this item:
|標題:||Selective S‐Deacetylation of Functionalized Thioacetates Catalyzed by Dy(OTf)3||作者:||Jiun‐Rung Guo
Prof. Chien‐Fu Liang
|關鍵字:||deacetylation;dysprosium;lanthanides;sulfur;synthetic methods||Project:||ASIAN JOURNAL OF ORGANIC CHEMISTRY, Volume 7, Issue 1 January 2018, Pages 179-188||摘要:||
The dysprosium(III)‐trifluoromethanesulfonate‐catalyzed S‐deacetylation and selective S‐deacetylation reactions of functionalized thioesters could be tuned by changing the reaction medium or through the inclusion of additives. In this study, the deprotection of thioacetates by using catalytic amounts of Dy(OTf)3 under mild heating resulted in high yields of the free thiols without the formation of disulfide byproducts, whilst the selective S‐deacetylation reaction by using a combination of catalytic amounts of Dy(OTf)3 and NaHCO3 afforded the products in moderate‐to‐excellent yields. Moreover, glycosyl 1‐thioacetate was selectively S‐deacetylated at the anomeric position in a co‐solvent system. Notably, Dy(OTf)3 is an environmentally friendly catalyst, and a recycling strategy was successfully employed for the S‐deacetylation reaction.
|Appears in Collections:||化學系所|
Show full item record
Files in This Item:
TAIR Related Article
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.