1190397-50-2Relevant academic research and scientific papers
2,6-Disubstituted and 2,2,6-trisubstituted piperidines from serine: Asymmetric synthesis and further elaboration
Acharya, Hukum P.,Clive, Derrick L. J.
scheme or table, p. 5223 - 5233 (2010/09/05)
(Figure presented) 4-Hydroxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl esters, which are readily prepared from serine and terminal acetylenes, undergo Claisen rearrangement to piperidine derivatives when heated with butyl vinyl ether in the presence of Hg(OAc)2 and Et3N. This route to optically pure piperidines having substituents α to nitrogen is general, and the rearrangement products are versatile intermediates for making a broad range of amines containing a substituted piperidine subunit.
Total synthesis of the marine alkaloid halichlorine: Development and use of a general route to chiral piperidines
Liu, Dazhan,Acharya, Hukum P.,Yu, Maolin,Wang, Jian,Yeh, Vince S. C.,Kang, Shunzhen,Chiruta, Chandramouli,Jachak, Santosh M.,Clive, Derrick L. J.
supporting information; experimental part, p. 7417 - 7428 (2010/02/17)
(Chemical Equation Presented) The total synthesis of the marine alkaloid halichlorine is described, based on an approach that involves constructing the fully substituted asymmetric center at an early stage. The five-membered ring is formed by 5-exo-trig r
