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.

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 / V., Capriati; L., Degennaro; S., Florio; R., Luisi; Punzi, Pasqualina. - In: ORGANIC LETTERS. - ISSN 1523-7060. - STAMPA. - 8(21):(2006), pp. 4803-4806. [10.1021/ol0618609]

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

PUNZI, PASQUALINA
2006

Abstract

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.
2006
Cyclopropane; Peptides; Amino Acids; Anionic Cyclization
01 Pubblicazione su rivista::01a Articolo in rivista
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 / V., Capriati; L., Degennaro; S., Florio; R., Luisi; Punzi, Pasqualina. - In: ORGANIC LETTERS. - ISSN 1523-7060. - STAMPA. - 8(21):(2006), pp. 4803-4806. [10.1021/ol0618609]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/339953
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