220058-27-5Relevant academic research and scientific papers
Enantioselective ring expansion of prolinols: An efficient and short synthesis of 2-phenylpiperidin-3-ol derivatives and 3-hydroxypipecolic acids
Cochi, Anne,Burger, Benjamin,Navarro, Cristina,Pardo, Domingo Gomez,Cossy, Janine,Zhao, Yang,Cohen, Theodore
body text, p. 2157 - 2161 (2009/12/24)
A very short route to 2-phenylpiperidin-3-ol derivatives and 3-hydroxypipecolic acids is described. The approach uses two key steps: a one-pot reduction/Grignard addition sequence applied to alkyl proline esters and a ring expansion applied to the corresp
Enantioselective synthesis of 2,3-disubstituted piperidines from (S)- methylpyroglutamate
Calvez, Olivier,Chiaroni, Angele,Langlois, Nicole
, p. 9447 - 9450 (2007/10/03)
N-methoxy-N-methylamide derived from (S)-methylpyroglutamate was prepared in good yield and allowed the addition of Grignard reagents. Erythro (2S)-1-benzyl-2-hydroxybenzyl pyrrolidine obtained by this way was converted into (2S,3R)-1-benzyl-3-hydroxy-2-phenylpiperidine and its chloro analog.
