BIOMAT Database Logo BIOMAT Database Logo

Intermolecular Allylic C-H Etherification of Internal Olefins. 2018

Taylor A F Nelson, and Simon B Blakey
Department of Chemistry, Emory University, 1515 Dickey Dr., Atlanta, GA, 30322, USA.

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.

UI MeSH Term Description Entries

Related Publications

Taylor A F Nelson, and Simon B Blakey
Ir-Catalyzed Intermolecular Branch-Selective Allylic C-H Amidation of Unactivated Terminal Olefins.
February 2019, Journal of the American Chemical Society,
Taylor A F Nelson, and Simon B Blakey
Regioselective Intermolecular Allylic C-H Amination of Disubstituted Olefins via Rhodium/π-Allyl Intermediates.
October 2017, Angewandte Chemie (International ed. in English),
Taylor A F Nelson, and Simon B Blakey
Catalytic intermolecular allylic C-H alkylation.
October 2008, Journal of the American Chemical Society,
Taylor A F Nelson, and Simon B Blakey
Late-Stage Intermolecular Allylic C-H Amination.
September 2021, Journal of the American Chemical Society,
Taylor A F Nelson, and Simon B Blakey
Iridium(III)-Catalyzed Intermolecular Allylic C-H Amidation of Internal Alkenes with Sulfonamides.
October 2019, The Journal of organic chemistry,
Taylor A F Nelson, and Simon B Blakey
Palladium-catalyzed allylic C-H bond functionalization of olefins.
January 2010, Topics in current chemistry,
Taylor A F Nelson, and Simon B Blakey
Electro-oxidative Intermolecular Allylic C(sp3)-H Aminations.
November 2021, The Journal of organic chemistry,
Taylor A F Nelson, and Simon B Blakey
Stereoselective intermolecular allylic C-H trifluoroacetoxylation of functionalized alkenes.
May 2012, Journal of the American Chemical Society,
Taylor A F Nelson, and Simon B Blakey
Regio- and enantioselective iridium-catalyzed intermolecular allylic etherification of achiral allylic carbonates with phenoxides.
March 2003, Journal of the American Chemical Society,
Taylor A F Nelson, and Simon B Blakey
Sulfur mediated allylic C-H alkylation of tri- and disubstituted olefins.
November 2014, Organic letters,
Copied contents to your clipboard!