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

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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.