The decarboxylative Claisen rearrangement (dCr) reaction of 1-(furan-2-yl) ethyl 2- tosylacetate afforded 2-ethylidene-3-(tosylmethyl)-2, 3-dihydrofuran. Reaction of the dearomatised heterocycle with a variety of electrophiles gave addition products with excellent syn-diastereoselectivity. The furanol adducts were then utilised as functionalised scaffolds for a series of subsequent transformations.
