188965-49-3Relevant academic research and scientific papers
Totally stereocontrolled synthesis of α,β-diamino acids by addition of grignard reagents to nitrones derived from L-serine
Merino, Pedro,Lanaspa, Ana,Merchan, Francisco L.,Tejero, Tomas
, p. 629 - 646 (2007/10/03)
The asymmetric synthesis of protected (2R,3S)- and (2R,3R)-3-substituted 2,3-α-amino acids is reported. The key step in the synthesis of these compounds is the diastereoselective addition of Grignard reagents to α- amino nitrones derived from L-serine. Total stereocontrol of the addition step is achieved by changing the protecting groups in the starting material. The predominant selectivity in each case can be reasonably interpreted in terms of steric effects of the substituents.
Stereocontrolled synthesis of 2,3-diaminobutanoic acids
Merino, Pedro,Lanaspa, Ana,Merchan, Francisco L.,Tejero, Tomas
, p. 1813 - 1816 (2007/10/03)
A straightforward synthesis of 2,3-diaminobutanoic acids is reported. The synthesis is based on the nucleophilic addition of methylmagnesium bromide to differentially protected nitrones derived from L-serine. The change of the protecting groups in the starting nitrone is crucial for the stereocontrol of the reaction.
