Catalytic enantioselective O-nitrosocarbonyl aldol reaction of β-dicarbonyl compounds.

ABSTRACT: The first example of a Cu-catalyzed asymmetric O-nitrosocarbonyl aldol reaction is described. This novel protocol allows convenient access to highly enantioenriched α-hydroxy-β-ketoesters including the antibacterial natural product kjellmanianone (up to 99% ee). MnO(2) was introduced as a mild efficient oxidant for the in situ generation of nitrosocarbonyl species from hydroxamic acid derivatives.

SUBMITTER: Baidya M 

PROVIDER: S-EPMC3515642 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature