%0 Journal Article
%T Nucleophilic Additions of 2-Furyllithium to Carbonyl Derivatives of L-Serine. Formal Synthesis of (2R,3R)-¦Â-Hydroxy Aspartic Acid
%A P. Merino
%A S. Franco
%A F. L. Merchan
%A T. Tejero
%J Molecules
%D 1998
%I MDPI AG
%R 10.3390/30100026
%X The nucleophilic addition of 2-furyllithium to esters derived from L-serine is described. The obtained furyl ketone 5 is stereoselectively reduced (ds¡Ý95%) with sodium borohydride to afford the corresponding syn aminoalcohol 12 in enantiomerically pure form. Compound 12 was further converted into valuable ¦Á-hydroxy-¦Â-amino acids by means of the furan-to-acid equivalence.
%K L-Serine
%K Furan
%K Furylketones
%K Hydroxyaminoacids
%K Aspartic Acid
%U http://www.mdpi.com/1420-3049/3/1/26