Gary Gibbs, M. Hateley, L. McLaren
Jan 29, 1999
Citations
0
Influential Citations
12
Citations
Journal
Tetrahedron Letters
Abstract
Abstract 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.