Baylis-Hillman adducts in rhodium-catalyzed 1,4-additions: unusual reactivity.
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/beta-hydroxy elimination steps and not pi-allyl type rhodium intermediates.
Navarre
Laure
L
Laboratoire de Synthese Selective Organique, UMR 7573, CNRS, Ecole Nationale Superieure de Chimie de Paris, 11 rue P&M Curie, 75231 Paris cedex 05, France.
Darses
Sylvain
S
Genet
Jean-Pierre
JP