1,3-Dipolar cycloaddition reactions of nitrones with vinylacetic olefins in the racemic series and synthesis of δ-lactamsviaisoxazolidines

Autor:	Marie Odile Charmier-Januario, Roger Vessière and, Marie Zuccarelli, Josette Chanet-Ray
Rok vydání:	1994
Předmět:	chemistry.chemical_classification Chemistry Organic Chemistry 1 3-Dipolar cycloaddition Synthon Diastereomer Medicinal chemistry Cycloaddition Nitrone
Zdroj:	Journal of Heterocyclic Chemistry. 31:1667-1671
ISSN:	1943-5193 0022-152X
DOI:	10.1002/jhet.5570310666
Popis:	A study of the cycloaddition behavior of a series of esters and nitriles α-chloro- and α-hydroxyvinyl-acetic dipolarophiles with C-aryl-N-alkylnitrones has been carried out. Regiospecific cycloadditions are observed; the reactions lead to a mixture of 5-substituted isoxazolidines either erythro or threo, wherever the nitrone is involved. We report the synthesis of some δ-lactams in which isoxazolidines are used as latent synthons.
Databáze:	OpenAIRE
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