Practical and efficient enantioselective synthesis of alpha-amino acids in aqueous media.
Enantiomerically pure natural and unnatural alpha-amino acids have been synthesized from a chiral methyleneoxazolidinone 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.
Suárez
Rosa M
RM
Departamento de Química Fundamental, Universidade da Coruña, E-15071, A Coruña, Spain.
Sestelo
José Pérez
JP
Sarandeses
Luis A
LA
D000596:Amino Acids / Q000138:chemical synthesis*; D008968:Molecular Conformation; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry*
D000596:Amino Acids; D014867:Water