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Intermolecular Allylic C−H Etherification of Internal Olefins
Ist Teil von
Angewandte Chemie (International ed.), 2018-11, Vol.57 (45), p.14911-14915
Auflage
International ed. in English
Ort / Verlag
Germany: Wiley Subscription Services, Inc
Erscheinungsjahr
2018
Link zum Volltext
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
Herein we report on the development of an oxidative allylic C−H etherification reaction, utilizing internal olefins and alcohols as simple precursors. Key advances include the use of RhCp* complexes to promote the allylic C−H functionalization of internal olefins and the compatibility of the oxidative conditions with oxidatively sensitive alcohols, enabling the direct etherification reaction. Preliminary mechanistic studies, consistent with C−H functionalization as the rate determining step, are presented.
Another piece of the π‐allyl puzzle: Rhodium Cp* complexes promote the activation of a broad range of allylic C−H bonds, and catalyze oxidative coupling with complex alcohols, overcoming competing alcohol oxidation reactions to provide direct access to allylic ethers.