Méthylhalogénocyclopropanation des éthoxy-alcènes diversement alkylés. Identification stéréochimique des adduits et étude de la stéréosélectivité

Autor: Raymond Le Goaller, Roger Barlet, Claude Gey
Rok vydání: 1982
Předmět:
Zdroj: Canadian Journal of Chemistry. 60:1933-1941
ISSN: 1480-3291
0008-4042
DOI: 10.1139/v82-271
Popis: Ethoxy-alkenes act as excellent carbene acceptors in the methylmonohalogenocyclopropanation reaction mediated by 1,1-dichloroethane and iodide-ion free methyl iodide. As well as chlorinated adducts, a large proportion of brominated products are obtained by means of halogen exchange at the carbene complex – salt intermediate stage. Adduct stereochemistry is determined by 1H and 13C nmr spectroscopy. The syn-stereoselectivity of the reaction is discussed in electronic and steric terms. [Journal Translation]
Databáze: OpenAIRE