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5,6,7,8-Tetrahydro-4H-1,2,5-oxadiazocin-6-one durch Ringerweiterung nach Addition eines 3-lsoxazolidinons mit 3-Amino-2H-azirinen


Hostettler, Bernhard; Obrecht, Jean-Pierre; Prewo, Roland; Bieri, Jost H; Heimgartner, Heinz (1986). 5,6,7,8-Tetrahydro-4H-1,2,5-oxadiazocin-6-one durch Ringerweiterung nach Addition eines 3-lsoxazolidinons mit 3-Amino-2H-azirinen. Helvetica Chimica Acta, 69(2):298-304.

Abstract

3-Dimethylamino-2H-azirines 1 and 4,4-dimethyl-3-isoxazolidinone (7) undergo already at room temperature a ring enlargement reaction to yield 5,6,7,8-tetrahydro-4H-1,2,5-oxadiazocines of type 8. The structure of 8a has been confirmed by X-ray crystallography. The conformation of the eight-membered ring with a trans-amide group is of particular interest (Fig. 1 and 2).

Abstract

3-Dimethylamino-2H-azirines 1 and 4,4-dimethyl-3-isoxazolidinone (7) undergo already at room temperature a ring enlargement reaction to yield 5,6,7,8-tetrahydro-4H-1,2,5-oxadiazocines of type 8. The structure of 8a has been confirmed by X-ray crystallography. The conformation of the eight-membered ring with a trans-amide group is of particular interest (Fig. 1 and 2).

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Additional indexing

Other titles:5,6,7,8-Tetrahydro-4H-1,2,5-oxadiazocin-6-ones, Ring Enlargement Products from a 3-Isoxazolidinone and 3-Amino-2H-azirines
Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:German
Date:1986
Deposited On:04 Jun 2014 08:24
Last Modified:11 Aug 2017 09:11
Publisher:Wiley-Blackwell
ISSN:0018-019X
Funders:Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung
Publisher DOI:https://doi.org/10.1002/hlca.19860690207

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