Practical and efficient enantioselective synthesis of α-amino acids in aqueous media.

Suárez, R. M.; Pérez Sestelo, J.; Sarandeses, L. A.


Org. Biomol. Chem. 2004, 2, 3584–3587 (DOI: 10.1039/b413017k).

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Enantiomerically pure natural and unnatural α-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.