An efficient synthesis of functionalised decalin via cycloaddition reaction of D-glucose based dienes and 2-methoxycarbonyl-p-benzoquinone

The cycloaddition reaction of D-glucose based dienes 1 (b,c) with in-situ generated 2-methoxycarbonyl-p-benzoquinone 2 furnished cycloadducts 3 (a, b) with excellent stereo-and regiochemical control. The cyclo-adduct 3b on further transformations furnished fuctionalised decalin 7c in quantitative yield