l-ProT catalyzed highly regioselective N-alkoxyalkylation of purine rings with vinyl ethers

An efficient and regioselective synthesis of N-9 alkoxyalkylated purine nucleoside derivatives was achieved via the N-alkoxyalkylation of purine rings with vinyl ethers catalyzed by l-ProT. The advantages of this protocol include good to excellent yield, mild reaction condition, and simple manipulation. A plausible mechanism for the transformation was given.

Graphical abstractAn efficient route for the synthesis of alkoxyalkylated purine nucleoside derivatives has been developed through highly regioselective N-alkoxyalkylation of purine rings with vinyl ethers using l-ProT as the catalyst.Figure optionsDownload full-size imageDownload as PowerPoint slide