ChemInform Abstract: Diastereoselective Propionitrile Oxide Cycloaddition Reactions with Some γ-Substituted α-Methylene-γ-butyrolactones

Autor:	R. J. Greenwood, S. M. Pereira, M. F. Mackay, Gregory W. Simpson, G. P. Savage
Rok vydání:	2010
Předmět:	chemistry.chemical_compound Syn and anti addition Chemistry Oxide Regioselectivity Organic chemistry General Medicine Propionitrile Methylene Cycloaddition
Zdroj:	ChemInform. 24
ISSN:	0931-7597
DOI:	10.1002/chin.199351162
Popis:	A number of γ-substituted α-methylene-γ-butyrolactone derivatives underwent 1,3-dipolar cycloaddition with propionitrile oxide to give spiro Δ2-isoxazolines. The reaction proceeded regiospecifically and with high diastereoselectivity. The products of anti addition predominated. The regiochemistry of addition and relative stereochemistry of the products were determined by a combination of n.O.e ., HETCOR and DOUBTFUL n.m.r. experiments. The assignment was confirmed in one case by X-ray crystallography.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5e0dc261c6c835160f162d687dabce38 https://doi.org/10.1002/chin.199351162 Zobrazit plný text záznamu Plný text