An efficient one-pot protocol for the synthesis of phenyl substituted 3-silatetrahydropyrans

A new facile and efficient one-pot procedure for the synthesis of 3-phenyl-3-silatetrahydropyrans with an easily functionalized Si-Ph bond was developed. The method is based on the intramolecular cyclization of chloromethyl(3-hydroxypropyl)phenylsilanes using the n-Bu4NBr/i-Pr2NEt combination. As an example of functionalization, the synthesis of the first 3-silatetrahydropyran with an exocyclic RO-Si bond is reported.