Suárez Rosa M, Sestelo José Pérez, Sarandeses Luis A
Departamento de Química Fundamental, Universidade da Coruña, E-15071, A Coruña, Spain.
Org Biomol Chem. 2004 Dec 21;2(24):3584-7. doi: 10.1039/b413017k. Epub 2004 Nov 9.
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.
对映体纯的天然和非天然α-氨基酸已通过手性亚甲基恶唑烷酮在水介质中与烷基碘进行高度非对映选择性的1,4-共轭加成反应合成。锌-铜共轭加成反应表现出高化学选择性,能够使用官能化碘化物,在短反应时间内以良好产率得到单一非对映体。