430461-53-3Relevant academic research and scientific papers
Diastereoselective arylation of enantiopure 3-bromopiperidin-2-one derived from (R)-(-)-2-phenylglycinol with organocuprate reagents
Romero, Oscar,Castro, Alejandro,Terán, Joel L.,Gnecco, Dino,Orea, María L.,Mendoza, ángel,Flores, Marcos,Roa, Luis F.,Juárez, Jorge R.
, p. 5947 - 5950 (2011/11/29)
The diastereoselective substitution of 3-bromolactam derived from (R)-(-)-2-phenylglycinol with a variety of arylcuprate reagents is presented. The stereochemical outcome of the substitution reaction is discussed. The method provides an efficient and stra
Dynamic kinetic resolution of racemic γ-aryl-δ-oxoesters. Enantioselective synthesis of 3-arylpiperidines
Amat, Mercedes,Canto, Margalida,Llor, Nuria,Escolano, Carmen,Molins, Elies,Espinosa, Enrique,Bosch, Joan
, p. 5343 - 5351 (2007/10/03)
Cyclodehydration of racemic γ-aryl-δ-oxoesters with (R)- or (S)-phenylglycinol stereoselectively affords bicyclic δ-lactams, in a process that involves a dynamic kinetic resolution. Subsequent reduction of these lactams leads to enantiopure 3-arylpiperidines. Starting from racemic aldehyde esters, this short sequence has been applied to the synthesis of (R)-3-phenylpiperidine and the antipsychotic drug (-)-3-PPP (an (S)-3-arylpiperidine), whereas starting from racemic ketone esters enantiopure cis-2-alkyl-3-arylpiperidines are prepared.
