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Synthesis of Strained γ-Lactams by Palladium(0)-Catalyzed C(sp3)−H Alkenylation and Application to Alkaloid Synthesis

Holstein, Philipp M. and Dailler, David and Vantourout, Julien and Shaya, Janah and Millet, Anthony and Baudoin, Olivier. (2016) Synthesis of Strained γ-Lactams by Palladium(0)-Catalyzed C(sp3)−H Alkenylation and Application to Alkaloid Synthesis. Angewandte Chemie, 128 (8). pp. 2855-2859.

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Official URL: http://edoc.unibas.ch/51787/

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Abstract

A variety of strained α-alkylidene-γ-lactams were synthesized by palladium(0)-catalyzed intramolecular C(sp3)−H alkenylation from easily accessible acyclic and monocyclic bromoalkene precursors. These lactams are valuable intermediates for accessing various classes of mono- and bicylic alkaloids containing a pyrrolidine ring, as illustrated with the synthesis of an advanced model of the marine natural product plakoridine A and of the indolizidine alkaloid δ-coniceine.
Faculties and Departments:05 Faculty of Science
05 Faculty of Science > Departement Chemie
05 Faculty of Science > Departement Chemie > Chemie > Synthetische Chemie (Baudoin)
UniBasel Contributors:Baudoin, Olivier and Dailler, David
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Wiley
ISSN:0044-8249
e-ISSN:1521-3757
Note:Publication type according to Uni Basel Research Database: Journal article -- The final publication is available at Wiley, see DOI link
Language:English
Identification Number:
Last Modified:17 Aug 2018 11:49
Deposited On:09 Jan 2017 15:31

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