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Pd-catalyzed γ-arylation of γ,δ-unsaturated -carbamates an unusual haptotropic rearrangement. | LitMetric

Pd-catalyzed γ-arylation of γ,δ-unsaturated -carbamates an unusual haptotropic rearrangement.

Chem Sci

University of Basel, Department of Chemistry , St. Johanns-Ring 19 , CH-4056 Basel , Switzerland . Email:

Published: February 2019

An unusual -selectivity was observed in the arylation of γ,δ-unsaturated -carbamates involving directed lithiation, transmetallation to zinc and Negishi coupling, when a specific combination of aryl electrophile and phosphine ligand is employed. Mechanistic studies indicate that an unusual, stereospecific haptotropic rearrangement of the palladium-diene intermediate is involved.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6385668PMC
http://dx.doi.org/10.1039/c8sc05058aDOI Listing

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