Enantioselective synthesis of 3-hydroxypiperidin-2-one (cas 19365-08-3)s

Add time:08/03/2019    Source:sciencedirect.com

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.

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