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

Article abstract of DOI:10.1016/0040-4039(96)00731-9

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 functionalised decalin 7c in quantitative yield.