Asymmetric synthesis of (−)-paroxetine using PLE hydrolysis

Autor:	Marvin Sungwhan Yu, J Yu, Thomas Cacchio, Ivan Lantos, Zhi-Qiang Peng
Rok vydání:	2000
Předmět:	chemistry.chemical_compound Hydrolysis chemistry Hydrochloride Stereochemistry Organic Chemistry Drug Discovery Enantioselective synthesis Lactam Glutaric acid Biochemistry Desymmetrization Stereocenter
Zdroj:	Tetrahedron Letters. 41:5647-5651
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)00942-4
Popis:	(−)-Paroxetine hydrochloride was produced asymmetrically in seven steps starting from 4-fluorobenzaldehyde. The stereocenter at C-4 was initially set through desymmetrization of glutaric acid bis methyl ester 4 by PLE hydrolysis. A unique one-pot reduction–alkylation procedure was then developed to provide entry to lactam 2 with the appropriate absolute stereochemistry.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f4cacc79c791f31ce9d86ad640fb2a5e https://doi.org/10.1016/s0040-4039(00)00942-4 Zobrazit plný text záznamu Full Text from ScienceDirect