301311-68-2Relevant academic research and scientific papers
Regio- and stereoselective 6-exo-trig radical cyclisations onto chiral perhydro-1,3-benzoxazines: Synthesis of enantiopure 3-alkylpiperidines
Pedrosa, Rafael,Andres, Celia,Duque-Soladana, Juan P.,Roson, Carlos D.
, p. 2809 - 2821 (2007/10/03)
Enantiopure 3-alkyl substituted piperidines are prepared by diastereoselective 6-exo-trig cyclisation of perhydro-1,3-benzoxazines derived from (-)-(8)-amino menthol. The diastereoselective cyclisation is promoted by tributyltin hydride, and the competitive 1,5-hydrogen migration depends on the position of the acceptor double bond and the radical site. Copyright (C) 2000 Elsevier Science Ltd.
