Synthetic approaches to phorbols via the intramolecular Diets–Alder reaction of furans: stereocontrol of the A–B ring junction
Abstract
A carbotricycle (9) related to the phorbol skeleton has been constructed via low temperature Intramolecular Diels–Alder reaction of furans at ambient pressure, permitting control of the relative stereochemistry between the trans-fused A–B ring junction and the stereocentres established in the 7-oxabicyclo[2.2.1]hept-2-ene moiety of the adduct.