N-hydroxy γ-lactams or cyclic N-hydroxy imidates from the organoselenium-induced cyclization of β,γ-unsaturated hydroxamic acids
- 1 January 1994
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 2,p. 221-222
- https://doi.org/10.1039/c39940000221
Abstract
The organoselenium-induced ring-closure reactions of γ-substituted β, γ-unsaturated hydroxamic acids afforded cyclic phenylseleno N-hydroxy imidates or phenylseleno N-hydroxy γ-lactams as the kinetically or thermodynamically controlled products, respectively.Keywords
This publication has 20 references indexed in Scilit:
- Ring-closure reactions of alkenyl oximes induced by persulfate anion oxidation of diphenyl diselenide. Formation of 1,2-oxazines and cyclic nitronesJournal of the Chemical Society, Perkin Transactions 1, 1993
- Organoselenium-induced cyclization of γ,δ-alkenimine to nitrogen heterocyclesJournal of the Chemical Society, Chemical Communications, 1993
- Selenium induced stereoselective cyclization of N-protected 3-hydroxy-4-pentenylaminesTetrahedron Letters, 1992
- Phenylselenyl halide induced formation of cyclic nitrones from alkenyl oximesJournal of the Chemical Society, Chemical Communications, 1992
- Ring-closure reactions initiated by the peroxydisulfate ion oxidation of diphenyl diselenideThe Journal of Organic Chemistry, 1990
- Stereocontrolled cyclofunctionalizations of double bonds through heterocyclic intermediatesTetrahedron, 1990
- Intramolecular amidoselenation of N-alkenyl amides: formation of nitrogen heterocyclesThe Journal of Organic Chemistry, 1986
- Intramolecular amidoselenation leading to lactams by the reaction of N-alkylalkenamides with benzeneselenenyl chlorideTetrahedron Letters, 1984
- Ureidoallylation of double bondsTetrahedron Letters, 1983
- Cyclofunctionalization of olefinic urethanes using benzeneselenenyl chloride in the presence of silica gel: a general route to nitrogen heterocyclesThe Journal of Organic Chemistry, 1980