Issue 4, 1998

Synthesis and reactivity of α-allenylhydroxylamines: a new efficient access to 3,6-dihydro-1,2-oxazines

Abstract

SmI2-promoted reduction of α-allenyl nitro derivatives 2a–f using controlled conditions provides either 3-amino-4-vinylidenetetrahydrofuran 3a or 3-hydroxylamino-4-vinylidenetetrahydrofurans 4b–f, which undergo intramolecular cyclization consistent with a reverse Cope elimination to afford 3,6-dihydro-1,2-oxazines 5b–f.

Article information

Article type
Paper

Chem. Commun., 1998, 479-480

Synthesis and reactivity of α-allenylhydroxylamines: a new efficient access to 3,6-dihydro-1,2-oxazines

E. Dumez, Chem. Commun., 1998, 479 DOI: 10.1039/A707840D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements