AI Article Synopsis
- A new reaction involving palladium catalyst has been developed that combines carbonylation and Heck reactions specifically targeting cyclopentenes with carbon monoxide.
- This method successfully produces bicyclo[3.2.1]octenes that have both a chiral quaternary carbon and a tertiary carbon, achieving good yields and enantioselectivity.
- The mechanism includes the formation of an acyl-palladium intermediate, followed by the alkenes migrating into the reaction.
Article Abstract
A palladium-catalyzed asymmetric tandem carbonylation-Heck reaction of cyclopentenes with carbon monoxide (CO) has been disclosed. This desymmetrization procedure afforded a series of bicyclo[3.2.1]octenes with one chiral quaternary and one tertiary carbon center in good yields with good enantioselectivities. This reaction proceeds via an acyl-palladium intermediate, followed by migratory insertion of the alkenes.
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| http://dx.doi.org/10.1021/acs.orglett.4c02719 | DOI Listing |
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