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Ruthenium Catalyzed Rearrangement of Ene-cyclopropenes. Divergent Reaction Pathways
Alberto López-Rodríguez1, Gema Domínguez1, Javier Pérez-Castells1
1Facultad de Farmacia, Dpto. Química y Bioquímica , Universidad San Pablo CEU , Urb. Montepríncipe, Boadilla del Monte , 28668 Madrid , Spain.
Abstract:
The reaction of ene-cyclopropenes with Cp*RuCl(cod) leads to alkenyl bicyclo[3.1.0]hexanes, bicyclo[4.1.0]heptanes, and bicyclo[5.1.0]octanes. This reaction involves a reverse regioselectivity in the cyclopropene opening than with gold chlorides. With gem-disubstituted cyclopropenes, a novel cycloisomerization based on ring-opening nucleophilic attack and rearrangement is observed. Alternatively, some gem-disubstituted cyclopropenes give dimerizations of the intermediate carbene.
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