ChemInform Abstract: Enantioselective Synthesis of 3-Hydroxypiperidin-2-ones

Autor:	Matthew James Welham, Lee McLaren, Martin J. Hateley, Christine L. Willis, Gary Gibbs
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Hydrolysis Enantiopure drug Ketone chemistry Yield (chemistry) Intramolecular force Enantioselective synthesis chemistry.chemical_element General Medicine Platinum Medicinal chemistry Catalysis
Zdroj:	ChemInform. 30
ISSN:	1522-2667 0931-7597
Popis:	An efficient synthesis of (S)- and (R)-3-hydroxypiperidin-2-ones from methyl 5-nitro-2-oxopentanoate is described. A one-pot enzyme catalysed hydrolysis of the ester and reduction of the ketone gave enantiopure 2-hydroxy-5-nitropentanoic acids which on esterification, catalytic hydrogenation over a platinum(IV) oxide catalyst and intramolecular cyclisation gave the target compounds in 93% overall yield and >99% ee.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b35448967085d3fec41885a718897497 https://doi.org/10.1002/chin.199920114 Zobrazit plný text záznamu Plný text