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Pd-catalyzed gamma-arylation of gamma,delta-unsaturated O-carbamates via an unusual haptotropic rearrangement

Royal, Titouan and Baudoin, Olivier. (2019) Pd-catalyzed gamma-arylation of gamma,delta-unsaturated O-carbamates via an unusual haptotropic rearrangement. Chemical Science, 10 (8). pp. 2331-2335.

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Abstract

An unusual gamma-selectivity was observed in the arylation of gamma,delta-unsaturated O-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.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Synthetische Chemie (Baudoin)
UniBasel Contributors:Baudoin, Olivier
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Royal Society of Chemistry
ISSN:2041-6520
e-ISSN:2041-6539
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
Identification Number:
edoc DOI:
Last Modified:09 Oct 2019 13:06
Deposited On:09 Oct 2019 13:06

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