One-Step Introduction of Two Substituents onto 7-Oxabicyclo[2.2.1]hept-5-en-2-one Derivatives via Radical Phenylselanyl-Group Transfer Reactions

Abstract

Radical-mediated phenylselanyl-group transfer reactions have been used to introduce simultaneously substituents at the C(6)-endo- and C(5)-exo-positions of 7-oxabicyclo[2.2.1]hept-5-en-2-one derivatives. The key steps are a radical addition to a silyl ketene acetal and the cyclization of a 1-alkoxy-substituted ester radical.