Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2017, Issue 18, Pages 2621-2626Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201700231
Keywords
Halocarbamation; Iodine; Heterocycles; Cyclization; Cross-coupling; Carbamates
Categories
Funding
- University of Versailles St-Quentin-en-Yvelines
- University Paris-Saclay
- Centre national de la recherche scientifique (CNRS)
- l'Ecole polytechnique
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An efficient and general iodocarbamation of benzyl N-homopropargylcarbamates has been developed by using iodine as the electrophilic agent. This regio- and stereoselective cyclization yielded (E)-6-iodomethyleneoxazinan-2-ones, which can be further transformed through palladium cross-coupling reactions followed by hydrogenation to produce 1,3-oxazinan-2-ones.
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