Chemistry Letters, Vol.37, No.8, 822-823, 2008
Site- and stereoselectivity in the photochemical oxetane formation reaction (Paterno-Buchi reaction) of tetrahydrobenzofuranols with benzophenone: Hydroxy-directed diastereoselectivity?
The Paterno-Buchi reactions of tetrahydrobenzofuranols with benzophenone were investigated to reveal site- and stereoselectivity in oxetane formation reactions. Both selectivities were found to be largely dependent oil the reaction temperature. The trans selectivity increased with a decrease in temperature, and the more-substituted oxetanes were selectively formed at high temperature.