Synthesis of chiral 3,7-diazabicyclo[3.3.1]nonan-9-ones containing (R)-amino acid fragments

摘要

A reaction of diethyl 1,3-acetonedicarboxylate with formaldehyde and (R)-alanine, (R)-valine, (R)-leucine, and (R)-phenylalanine ester hydrochlorides gave nonracemic 1,5-bis(ethoxycarbonyl)-3,7-diazabicyclo[3.3.1]nonan-9-one derivatives equipped with the corresponding amino acid moieties in 37-85% yield.