Issue 9, 2004
From the journal:

Organic & Biomolecular Chemistry

A novel synthesis of amino-1,2-oxazinones as a versatile synthon for β-amino acid derivatives

Okiko Miyata,a   Megumi Namba,a   Masafumi Uedaa  and  Takeaki Naito*a  

* Corresponding authors

a Kobe Pharmaceutical University, Motoyamakita, Kobe 658-8558, Japan
E-mail: taknaito@kobepharma-u.ac.jp
Fax: +81-78-441-7556
Tel: +81-78-441-7554

Abstract

The radical addition–cyclisation of α,β-unsaturated hydroxamates containing an oxime ether provides a novel method for the stereoselective synthesis of amino-1,2-oxazinones. Its synthetic utility is demonstrated by a stereoselective synthesis of β-amino acid derivatives, such as α-alkyl-β-amino-γ-lactone and α,β-disubstituted β-lactam.

Graphical abstract: A novel synthesis of amino-1,2-oxazinones as a versatile synthon for β-amino acid derivatives

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Article information

DOI
https://doi.org/10.1039/B403694H
Article type
Communication
Submitted
10 Mar 2004
Accepted
29 Mar 2004
First published
14 Apr 2004

Org. Biomol. Chem., 2004,2, 1274-1276

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A novel synthesis of amino-1,2-oxazinones as a versatile synthon for β-amino acid derivatives

O. Miyata, M. Namba, M. Ueda and T. Naito, Org. Biomol. Chem., 2004, 2, 1274 DOI: 10.1039/B403694H

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