The Diels–Alder reaction of furan and phenylsulphonylpropadiene. The simple base induced rearrangement of 3-methylene-2-endo-phenylsulphonyl-7-oxabicyclo[2.2.1]hept-5-ene

Abstract

The Diels–Alder reaction of furan and phenylsulphonylpropadiene gives predominantly the 7-oxabicyclo[2.2.1]heptane (1), whose hydrogenation products (3) and (4)provide a simple entry to the synthesis of substituted cyclohexenols.