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Intermolecular Allylic C−H Etherification of Internal Olefins
Author(s) -
Nelson Taylor A. F.,
Blakey Simon B.
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201809863
Subject(s) - allylic rearrangement , surface modification , chemistry , intermolecular force , oxidative phosphorylation , catalysis , organic chemistry , combinatorial chemistry , molecule , biochemistry
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.