Environmentally benign syntheses of hexahydro-cyclopenta(b)furan and 2-oxabicyclo[3.2.1]octane derivatives

Abstract

Convenient and green synthesis of hexahydro-cyclopenta(b)furan derivatives has been achieved by the cyclization of substituted campholenic alcohols in the presence of Amberlyst-15® at ambient conditions. In these reaction conditions a minor amount (<10%) of 2-oxabicyclo [3.2.1]octane is formed. The yield of the latter compound can be increased by modifying the reaction conditions. Both heterocycles display excellent perfumery value. The catalyst can be recovered by simple filtration and reused.