The behaviour of isoxazolidinium salts with bases has been reconsidered. Exclusive formation of tetrahydro-1,3-oxazines occurs with 5,5-disubstituted derivatives. In the presence of a hydrogen atom at C-5 of the heterocycle, the competition of this reaction route with the Hofmann-like elimination leading to alpha,beta-enones has been established.
The behaviour of isoxazolidinium salts with bases has been reconsidered. Exclusive formation of tetrahydro-1,3-oxazines occurs with 5,5-disubstituted derivatives. In the presence of a hydrogen atom at C-5 of the heterocycle, the competition of this reaction route with the Hofmann-like elimination leading to alpha,beta-enones has been established.
COMPETITIVE FORMATION OF TETRAHYDRO-1,3-OXAZINES BY ISOXAZOLIDINIUM SALTS RING-OPENING REACTION / Uccella, N; Liguori, Angelo; Romeo, G; Sindona, Giovanni. - In: GAZZETTA CHIMICA ITALIANA. - ISSN 0016-5603. - 121:8(1991), pp. 393-395.
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Titolo: | COMPETITIVE FORMATION OF TETRAHYDRO-1,3-OXAZINES BY ISOXAZOLIDINIUM SALTS RING-OPENING REACTION |
Autori: | |
Data di pubblicazione: | 1991 |
Rivista: | |
Citazione: | COMPETITIVE FORMATION OF TETRAHYDRO-1,3-OXAZINES BY ISOXAZOLIDINIUM SALTS RING-OPENING REACTION / Uccella, N; Liguori, Angelo; Romeo, G; Sindona, Giovanni. - In: GAZZETTA CHIMICA ITALIANA. - ISSN 0016-5603. - 121:8(1991), pp. 393-395. |
Abstract: | The behaviour of isoxazolidinium salts with bases has been reconsidered. Exclusive formation of tetrahydro-1,3-oxazines occurs with 5,5-disubstituted derivatives. In the presence of a hydrogen atom at C-5 of the heterocycle, the competition of this reaction route with the Hofmann-like elimination leading to alpha,beta-enones has been established. |
Handle: | http://hdl.handle.net/20.500.11770/133512 |
Appare nelle tipologie: | 1.1 Articolo in rivista |