Armstrong Alan, Geldart Stephen P, Jenner Chloe R, Scutt James N
Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, United Kingdom.
J Org Chem. 2007 Oct 12;72(21):8091-4. doi: 10.1021/jo701461t. Epub 2007 Sep 20.
Cinchona alkaloid-catalyzed reaction of ethyl glyoxylate with substituted ketenes, formed in situ, gives disubstituted beta-lactones in moderate yield and high enantiomeric excess. Subsequent azide ring opening, reduction, and ester hydrolysis allows access to chiral beta-alkyl aspartates.
金鸡纳生物碱催化乙醛酸乙酯与原位生成的取代烯酮反应,以中等产率和高对映体过量得到二取代的β-内酯。随后的叠氮开环、还原和酯水解反应可制得手性β-烷基天冬氨酸。