Paper
A novel acid-catalyzed O-benzylating reagent with the smallest unit of imidate structure.
Published Sep 20, 2012 · Kohei Yamada, Hikaru Fujita, M. Kunishima
Organic letters
65
Citations
0
Influential Citations
Abstract
Formal trimerization of the smallest unit of benzyl imidate leads to 2,4,6-tris(benzyloxy)-1,3,5-triazine (TriBOT), which can be used as an acid-catalyzed O-benzylating reagent. The reaction of various functionalized alcohols with 0.4 equiv of TriBOT in the presence of trifluoromethanesulfonic acid afforded the benzyl ethers in good yields. TriBOT is an inexpensive stable crystalline solid with high atom economy.
TriBOT is a novel acid-catalyzed O-benzylating reagent with high atom economy, providing efficient benzyl ether synthesis in various functionalized alcohols.
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