- Journal
- CHEMISTRY-A EUROPEAN JOURNAL
- Année
- 2016
- Volume
- 22
- Numéro
- 17
- Pages
- 6100-6110
- Mois
- APR 18
- DOI
- 10.1002/chem.201505063
Abstract
In the presence of a rhodium(II) catalyst, 3,3-disubstituted cyclopropenylmethyl esters that possess an electron-rich or neutral aromatic group undergo isomerization into (acyloxymethylene)cyclopropanes. This transformation, which proceeds with inversion of configuration at the stereogenic center, complements the previously disclosed rearrangement reactions of cyclopropenylmethyl esters. The products arising from this new rhodium-catalyzed rearrangement contain an enol ester group that can be subsequently functionalized to access stereodefined arylcyclopropanes.