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Synthesis 2018; 50(19): 3875-3885
DOI: 10.1055/s-0037-1609938
DOI: 10.1055/s-0037-1609938
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Aerobic Allylation of Alcohols with Non-Activated Alkenes Enabled by Light-Driven Selenium-π-Acid Catalysis
This work was financially supported by the German Research Foundation [DFG, Emmy Noether Fellowship to A.B. (BR-4907/1-1)], the Lower Saxony Ministry for Science and Culture (Georg-Christoph-Lichtenberg Fellowship to K.R.), and the Fonds der Chemischen Industrie (Ph.D. Fellowship to S.O.).Further Information
Publication History
Received: 05 June 2018
Accepted after revision: 06 August 2018
Publication Date:
23 August 2018 (online)
Abstract
A new organocatalytic protocol for the aerobic dehydrogenative allylation of alcohols using non-activated alkenes as the allylating reagent and ambient air as the terminal oxidant is established. Mechanistically, the procedure relies on the interplay of a diselane and a photoredox catalyst by means of a light-induced electron transfer process. Under optimized conditions, a broad range of both cyclic and acyclic ethers is accessed with very high functional group tolerance and excellent regioselectivity.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1609938.
- Supporting Information
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For representative reviews, see:
For representative Pd-catalyzed methods, see:
For exemplary reports on Ru-catalyzed etherifications, see:
For representative examples on Ir-catalyzed allylic etherifications, see:
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