851755-91-4Relevant academic research and scientific papers
Asymmetric synthesis of (+)-abresoline
Atobe, Masakazu,Yamazaki, Naoki,Kibayashi, Chihiro
, p. 2669 - 2673 (2007/10/03)
The first asymmetric synthesis of (+)-abresoline has been achieved starting from the (S)-1-(aryl)homoallylic amine, which was prepared enantioselectively by the method based on allylation of the (R)-2′-(2-naphthyl)-bearing hydroxyoxime ether. This synthetic route employs the TiCl4-induced intramolecular Mannich-type cyclization of the 1-azadiene-bearing ketal amine as the key steps to afford stereoselectively the cis-2,6-disubstituted piperidine, followed by CBr4/PPh3-induced dehydrocyclization for the elaboration of the amino alcohol to the trans-4-arylquinolizidine.
