New stereoselective syntheses of cis- and trans-2-methyl-4-arylpiperidines

Autor:	Napora Freddy Andre, Khalid Diker, Laurent Delhaye, Alain Merschaert, Daniel Giraud, Michel Vanmarsenille, Pieter Delbeke, Willy Brione, Vincent Mancuso, Jean-Paul Kestemont
Rok vydání:	2003
Předmět:	Stereochemistry Chemistry Organic Chemistry chemistry.chemical_element General Medicine Medicinal chemistry Biochemistry Catalysis Hydrogenolysis Reagent Drug Discovery Stereoselectivity Selectivity Cis–trans isomerism Palladium
Zdroj:	Tetrahedron Letters. 44:4531-4534
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(03)01021-9
Popis:	A stereoselective approach has been developed for the synthesis of cis- and trans-2-methyl-4-arylpiperidines from a common intermediate. The Ni-catalyzed hydrogenolysis of N-Boc-2-methyl-4-aryl-4-piperidinols, obtained by addition of organometallic reagents on N- Boc-2-methyl-4-piperidone, afforded the trans derivatives with Lip to 95% selectivity whereas the corresponding cis isomers were obtained in the presence of palladium catalysts. (C) 2003 Elsevier Science Ltd. All rights reserved.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::690ac0f5c765d7266f32d8736d642897 https://doi.org/10.1016/s0040-4039(03)01021-9 Zobrazit plný text záznamu Full Text from ScienceDirect