163085-09-4Relevant academic research and scientific papers
Biocompatible Photoinduced Alkylation of Dehydroalanine for the Synthesis of Unnatural α-Amino Acids
Delgado, José A. C.,Correia, José T. M.,Pissinati, Emanuele F.,Paix?o, Márcio W.
, p. 5251 - 5255 (2021/07/20)
A site-selective alkylation of dehydroalanine to access protected unnatural amino acids is described. The protocol is characterized by the wide nature of alkyl radicals employed, mild conditions, and functional group compatibility. This protocol is further extended to access peptides, late-stage functionalization of pharmaceuticals, and enantioenriched amino acids.
Practical and efficient enantioselective synthesis of α-amino acids in aqueous media
Suarez, Rosa M.,Sestelo, Jose Perez,Sarandeses, Luis A.
, p. 3584 - 3587 (2007/10/03)
Enantiomerically pure natural and unnatural α-amino acids have been synthesized from a chiral melhyleneoxazolidinone by means of a highly diastereoselective 1,4-conjugate addition of alkyl iodides in aqueous media. The zinc-copper conjugate addition reaction exhibits high chemoselectivity, with the possibility of using functionalized iodides, to afford a single diastereomer in short reaction times and with good yields.
Diastereoselective Radical Addition to Methyleneoxazolidinones: an Enantioselective Route to α-Amino Acids
Axon, Jonathan R.,Beckwith, Athelstan L. J.
, p. 549 - 550 (2007/10/02)
The diastereoselectivity of radical addition to methyleneoxazolidinones depends on the nature of the addend radical and of the N-protecting group; the reaction provides a convenient enantioselective route to α-amino acids.
