Capriati Vito, Degennaro Leonardo, Florio Saverio, Luisi Renzo, Punzi Pasqualina
Dipartimento Farmaco-Chimico, Università di Bari, C.N.R, Bari, Italy.
Org Lett. 2006 Oct 12;8(21):4803-6. doi: 10.1021/ol0618609.
[reaction: see text] A stereoselective synthesis of 9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decanes has been developed on the basis of the addition of beta-lithiated oxazolinyloxiranes to nitrones. Conversion of these spirocyclic derivatives into 4,5-epoxy-1,2-oxazin-6-ones and successively into alpha,beta-epoxy-gamma-amino acids, alpha-hydroxy-gamma-amino acids, and gamma-butyrolactams is described.
[反应：见正文] 基于β-锂化恶唑啉基环氧乙烷与硝酮的加成反应，已开发出9,10-环氧-1,6-二氧杂-4,7-二氮杂螺[4,5]癸烷的立体选择性合成方法。描述了将这些螺环衍生物转化为4,5-环氧-1,2-恶嗪-6-酮，进而依次转化为α,β-环氧-γ-氨基酸、α-羟基-γ-氨基酸和γ-丁内酰胺的过程。
