Journal
SYNTHESIS-STUTTGART
Volume 50, Issue 19, Pages 3875-3885Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1609938
Keywords
alcohols; allylations; alkenes; oxidations; photoredox catalysis; selenium-pi-acids
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Funding
- German Research Foundation [DFG, Emmy Noether Fellowship] [BR-4907/1-1]
- Lower Saxony Ministry for Science and Culture (Georg-Christoph-Lichtenberg Fellowship)
- Fonds der Chemischen Industrie
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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.
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