Regio‐ and Stereoselective Electrophilic C‐Substitution of 2‐(N,N‐Dibenzylamino)‐1,ω‐alkanediols by Lithiation of Their Carbamates

A flexible system of building blocks can be used for the synthesis of the potential enzyme inhibitors 1 and 2 (n = 1, 2) in high enantiomeric purity. The regiochemistry of the deprotonation is determined by the reaction conditions. 1, ω-Alkanediols 1 and 2 are available from (S)-aspartic and (S)-glutamic acid, respectively; a variety of electrophiles El can be added at C-1 or C-ω.