Author/Authors :
Rodriquez، Manuela نويسنده , , Bassarello، Carla نويسنده , , Bifulco، Giuseppe نويسنده , , Gomez-Paloma، Luigi نويسنده , , Mann، Andre نويسنده , , Marchetti، Mauro نويسنده , , Schoenfelder، Angele نويسنده , , Taddei، Maurizio نويسنده ,
Abstract :
An efficient preparation of a series of secondary amines, structurally related to the kainic acid scaffold, is described. Naturally occurring (-)-(alpha)kainic acid was hydroformylated with complete terminal selectivity and high stereoselectivity. The stereochemistry of the product was investigated through the ROESY and HETLOC spectra of the corresponding 2,4dinitrophenyl hydrazone, showing the presence of a single diastereoisomer with rotamers related to the presence of the Boc group. The aldehyde was used as a platform to prepare amines by reductive amination in ionic liquids.
Keywords :
hydroformylation , natural products , Heterocycles , ionic liquids
