Modular allylation of C(sp3)−H bonds by combining decatungstate photocatalysis and HWE olefination in flow
- Luca Capaldo1
- Stefano Bonciolini1
- Antonio Pulcinella1
- Manuel Nuño2
- Timothy Noël1
- 1 Flow Chemistry Group, van ’t Hoff Institute for Molecular Sciences (HIMS), University of Amsterdam, Science Park 904, 1098 XH Amsterdam, The Netherlands
- 2Vapourtec Ltd., Park Farm Business Centre, Fornham St Genevieve, Bury St Edmunds, Suffolk IP28 6TS, United KingdomRead the publication that featured this abstract
The late-stage introduction of allyl groups provides an opportunity to synthetic organic chemists for subsequent diversification, providing rapid access to new chemical space. Here, we report the development of a modular synthetic sequence for the allylation of strong aliphatic C(sp3)–H bonds. Our sequence features the merger of two distinct steps to accomplish this goal, including a photocatalytic Hydrogen Atom Transfer and an ensuing Horner-Wadsworth-Emmons reaction. This practical protocol enables the modular and scalable allylation of valuable building blocks and medicinally relevant molecules.
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