Formal Carbene Insertion into C–C Bond: Rh(I)-Catalyzed Reaction of Benzocyclobutenols with Diazoesters
Journal of the American Chemical Society2014Vol. 136(8), pp. 3013–3015
Citations Over TimeTop 1% of 2014 papers
Abstract
A Rh(I)-catalyzed formal carbene insertion into C-C bond of benzocyclobutenols has been realized by employing diazoesters as carbene precursors. The product indanol derivatives were obtained in good yields and in diastereoselective manner under mild reaction conditions. All-carbon quaternary center is constructed at the carbenic carbon. This catalytic reaction involves selective cleavage of C-C bond, Rh(I) carbene insertion, and intramolecular aldol reaction.
Related Papers
- → Catalytic Cascade Reactions Involving Metal Carbene Migratory Insertion(2013)373 cited
- → Acyl–Carbene and Methyl–Carbene Coupling via Migratory Insertion in Palladium Complexes(2012)21 cited
- → Studies of intramolecular alkylidene carbene reactions; an approach to heterocyclic nucleoside bases(2003)15 cited
- → Selective carbene insertion into carbon-sulfur bonds in the photodecomposition of silyldiazoacetate. II(1974)7 cited
- → ChemInform Abstract: Cleavage of Carbon—Carbon Bonds Through the Mild Release of Trifluoroacetate: Generation of α,α‐Difluoroenolates for Aldol Reactions.(2011)