Naplephos through the looking-glass: Chiral bis(phosphanylamides) based on β-1,2-D-glucodiamine and their application in enantioselective allylic substitutions

摘要

The straightforward design of a new library of chiral ligands (elpanphos) based on β-1,2-D-glucodiamine is described, which represents the enantiomeric counterpart of the naplephos library. In this guise, two representative ligands have been successfully applied in the Pd-catalyzed desymmetrization of meso-cyclopent-2-ene-1,4-diol, which leads to the expected enantiomer within short times and with high ees in both traditional and unconventional solvents.