4.4 Article

TaCl5-Catalyzed Amidation of Carboxylic Acids with Amines

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NbCl5-Mg Reagent System in Regio- and Stereoselective Synthesis of (2Z)-Alkenylamines and (3Z)-Alkenylols from Substituted 2-Alkynylamines and 3-Alkynylols

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Summary: The reduction of N,N-disubstituted 2-alkynylamines and substituted 3-alkynylols using the NbCl5-Mg reagent system provides dideuterated (2Z)-alkenylamines and (3Z)-alkenylols in high yields with regio- and stereoselectivity. The reaction with propargylamines and homopropargylic alcohols is an efficient tool for the synthesis of allylamines and homoallylic alcohols bearing a 1,2-disubstituted double bond. The article highlights a difference in behavior between NbCl5-Mg and TaCl5-Mg reagent systems for oxygen- and nitrogen-containing alkynes.

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