Issue 16, 1992

Dienophilic activity of vinyldichloroboranes and their use as partners in Diels–Alder—reductive alkylation of azides in a one-pot reaction

Abstract

Vinyldichloroboranes react with 1,3-dienes and the sequence Diels–Alder cycloaddition–reductive alkylation of benzyl azide leads directly to secondary amines, therefore, showing that vinyldichloroboranes behave as synthetic equivalents of secondary enamines of defined stereochemistry.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 1105-1107

Dienophilic activity of vinyldichloroboranes and their use as partners in Diels–Alder—reductive alkylation of azides in a one-pot reaction

N. Noiret, A. Youssofi, B. Carboni and M. Vaultier, J. Chem. Soc., Chem. Commun., 1992, 1105 DOI: 10.1039/C39920001105

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