Synthesis and 1,3-dipolar cycloaddition reactions of 4-methyl-1-nitromethyl-2,6,7-trioxabicyclo[2.2.2]octane

Autor:	Christopher J. Fenk
Rok vydání:	1999
Předmět:	chemistry.chemical_classification Nitrile Chemistry Alkene Organic Chemistry Oxide Biochemistry Cycloaddition chemistry.chemical_compound Reagent Drug Discovery 1 3-Dipolar cycloaddition Organic chemistry Octane
Zdroj:	Tetrahedron Letters. 40:7955-7959
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(99)01656-1
Popis:	The preparation of novel 3-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octyl)-Δ2-isoxazolines 2 via nitrile oxide cycloaddition chemistry is described. The target compounds were produced in moderate to good yields using only 2.2 equivalents of alkene and without the need for slow addition of reagents. Cycloaddition reactions were conducted using modified Mukaiyama conditions that included a convenient dehydration reagent which significantly simplified product isolation.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d0fef15a3d8e5d39a925cf021696fa13 https://doi.org/10.1016/s0040-4039(99)01656-1 Zobrazit plný text záznamu Full Text from ScienceDirect