An approach to cytochalasin D; 11-membered ring formation using an intramolecular Diels–Alder reaction
Abstract
As preparation for a proposed synthesis of cytochalasin D, the triene-pyrrolinone (12) was shown to cyclize stereoselectively on heating (12h, 100 °C) in toluene to give the Diels–Alder product (13)(40–45%), and a synthesis of the protected dihydroxyaldehyde (26) was developed.