Rearrangement of Epoxides to Allylic Alcohols in the Presence of Reusable Basic Resins.

We have modified Merrifield’s resin to provide polymers containing secondary amine groups. Lithiation of the solids gives strongly basic yet poorly nucleophilic resins useful for rearrangement of epoxides to their corresponding allylic alcohols. The resins are easy to handle, non-volatile, non-toxic, and are easily recovered and reused, providing environmental and economic benefits that might have commercial viability. [ABSTRACT FROM AUTHOR]