Molecular recognition of ketomalonates by asymmetric aldol reaction of aldehydes with secondary-amine organocatalysts.

Taichi Kano, Sunhwa Song, Keiji Maruoka

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.

Chemical communications (Cambridge, England) 2012 Jul 18

filter terms:

A diastereo- and enantioselective aldol reaction between aldehydes and a synthetically useful ketomalonate 1c as a hydrated form was developed, and either anti- or syn-aldol adducts having a chiral tetrasubstituted carbon center were obtained in high enantioselectivities by use of a tetrazole analogue of L-proline (S)-2 or an axially chiral amino sulfonamide (S)-3 as catalyst.

Citation

Taichi Kano, Sunhwa Song, Keiji Maruoka. Molecular recognition of ketomalonates by asymmetric aldol reaction of aldehydes with secondary-amine organocatalysts. Chemical communications (Cambridge, England). 2012 Jul 18;48(56):7037-9