Stereospecific synthesis of t,t-1,2,3-trisubstituted cyclopentanes and of angularly disubstituted t-hydrindanols

Abstract Anodic oxidative decarboxylation of endo-3-methoxycarbonyl-7-oxabicyclo[2.2.1]heptane-endo-2-carboxylate anion gave exclusively an oxygen-assisted Wagner-Meerwein-rearranged product, methyl 3-methoxy-2-oxabicyclo[2.2.1]heptane-anti-7-carboxylate, constituting a method for the stereospecific synthesis of c-3-acyl-t-2-methoxycarbonyl-r-1-cyclopentanols. Synthesis of 7a-methoxycarbonyl-t-hydrindane-3a,1-carbolactones was also attained.