Palladium-catalysed regioselective hydroamination of 1,3-dienes: synthesis of allylic amines?

Organic Chemistry Frontiers Pub Date: 2014-03-18 DOI: 10.1039/C4QO00023D

Abstract

Catalytic hydroamination of unactivated 1,3-dienes represents a sustainable and atom-economic C–N bond forming process. Here, we present a novel catalytic system consisting of Pd(cod)Cl2 in combination with DPEphos for the selective 1,4-hydroamination (anti-Markovnikov reaction) of a series of acyclic and cyclic dienes. The reactions proceed in good yields and allow for the exclusive formation of allylic amines with high regioselectivity and do not need any additives.

Graphical abstract: Palladium-catalysed regioselective hydroamination of 1,3-dienes: synthesis of allylic amines
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