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A Four-Step Synthesis of (±)-γ-Lycorane via Pd0-Catalyzed Double C(sp2)–H/C(sp3)–H Arylation

Rocaboy, Ronan and Dailler, David and Baudoin, Olivier. (2018) A Four-Step Synthesis of (±)-γ-Lycorane via Pd0-Catalyzed Double C(sp2)–H/C(sp3)–H Arylation. Organic Letters, 20 (3). pp. 772-775.

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Official URL: https://edoc.unibas.ch/62336/

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Abstract

An expedient synthesis of lycorine alkaloids is reported using a palladium(0)-catalyzed double C–X/C–H arylation as the key step. The selectivity of this reaction was controlled through the judicious choice of the two halogen atoms, and its generality was demonstrated through the construction of various substituted pyrrolophenanthridinones. A selective arene hydrogenation allowed for the completion of the synthesis of (±)-γ-lycorane in just four steps from commercially available precursors.
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:American Chemical Society
ISSN:1523-7060
e-ISSN:1523-7052
Note:Publication type according to Uni Basel Research Database: Journal article -- The final publication is available at ACS, see DOI link
Language:English
Identification Number:
Last Modified:17 Aug 2018 12:27
Deposited On:23 Mar 2018 12:17

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