Enantiopure 6-alkylpipecolic acid hydrochlorides 1a-e were synthesized in five steps and 15- 59% overall yields from α-tert-butyl β-methyl N-(PhF) aspartate (3) via an approach featuring selective hydride reduction to the corresponding aspartate β-aldehyde 2, aldol condensations with the enolates of various methyl alkyl ketones, and diastereoselective intramolecular reductive aminations. The influence of the 6-position substituent on the ...
