Stereoselective synthesis of novel 4,5-epoxy-1,2-oxazin-6-ones and α,β-epoxy-γ-amino acids from β-lithiated oxazolinyloxiranes and nitrones

被引：26

作者：

Capriati, Vito

Degennaro, Leonardo

Florio, Saverio

Luisi, Renzo

Punzi, Pasqualina

机构：

[1] Univ Bari, Dipartimento Farm Chim, CNR, I-70125 Bari, Italy

[2] ICCOM, Sez Bari, I-70125 Bari, Italy

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 21期

关键词：

D O I：

10.1021/ol0618609

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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-amino gamma- acids, alpha-hydroxy-gamma-amino acids, and gamma-butyrolactams is described.

引用

收藏

页码：4803 / 4806

页数：4

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