676565-29-0Relevant academic research and scientific papers
Enantioselective Total Synthesis of (+)-Azimine and (+)-Carpaine
Sato, Taro,Aoyagi, Sakae,Kibayashi, Chihiro
, p. 3839 - 3842 (2007/10/03)
(Matrix presented) The enantioselective total syntheses of (+)-azimine and (+)-carpaine have been developed, starting with (S)-1,2,4-butanetriol as a single source of chirality. The key common feature in these syntheses involves stereoselective intramolecular hetero-Diels-Alder reaction of an acylnitroso compound. The critical macrocyclic dilactonization of the N-Cbz derivatives of azimic acid and carpamic acid was efficiently achieved by using the Yamguchi macrocyclization conditions.
