One-Step Synthesis of 1,3-Bis(carboxymethyl) Adamantane

Abstract

Addition of the carbonium ion to vinylidene chloride to give α-substituted acetic acid discovered by Bott^1,2 has been found of wide applicability. For example, the reaction of 1-bromo-, 1-hydroxy-, or 1-acetoxy-adamantane with vinylidene chloride in concentrated sulfuric acid gives a satisfactory yield of adamanty1-(1)-Acetic acid.^3,4