The high pressure mediated intramolecular diels-alder reaction of furans: Factors controlling cycloaddition with monoactivated dienophiles.

Abstract

The Intramolecular Diels-Alder reactions of furans possessing a 2-alkyl substituent with a terminal α,β-unsaturated ketone have been surveyed. The consequences of varying the degree of substitution of the furan, the bridging chain length, and position of the activating group on the dienophile upon the ease and stereochemistry of cycloaddition are reported.