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

✍ Scribed by Christopher J Fenk

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
308 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

The preparation of novel 3-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octyl)-A2-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.

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Synthesis and 1,3-D
ChemInform Abstract: Synthesis and 1,3-Dipolar Cycloaddition Reactions of 4-Methyl-1-nitromethyl-2,6,7-trioxabicyclo[2.2.2]octane.
✍ Christopher J. Fenk πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 33 KB πŸ‘ 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v

1-Vinyl-4-methyl-2,6,7-trioxabicyclo[2.2
1-Vinyl-4-methyl-2,6,7-trioxabicyclo[2.2.2]octanes: Unsaturated homoenolate anion equivalents
✍ Stewart K. Richardson; Alwarsamy Jeganathan; David S. Watt πŸ“‚ Article πŸ“… 1987 πŸ› Elsevier Science 🌐 French βš– 202 KB

The metalation of (El-l-(2-chlorovinyl)-or (E)-1-(2-bromovinyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane with tert-butyllithium produced an unsaturated homoenolate anion equivalent which intercepted alkyl halides, aldehydes, ketones, and lactones to afford 8-alkylated or 8-acylated orthoesters, whi