Baylis–Hillman adducts in rhodium-catalyzed 1,4-additions: unusual reactivity

Literature Information

Publication Date 2004-04-05
DOI 10.1039/B402928C
Impact Factor 6.222
Authors

Laure Navarre, Sylvain Darses, Jean-Pierre Genet


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Abstract

In the presence of a rhodium catalyst, unactivated Baylis–Hillman adducts reacted with arylboronic acids to afford trisubstituted alkenes with good yields. This highly efficient reaction (aerobic conditions, low temperature) is believed to proceeds via an unexpected mechanism involving 1,4-addition/β-hydroxy elimination steps and not π-allyl type rhodium intermediates.

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