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Ethanol: Unlocking an Abundant Renewable C 2 ‐Feedstock for Catalytic Enantioselective C−C Coupling
Author(s) -
Meyer Cole C.,
Stafford Nicholas P.,
Cheng Melinda J.,
Krische Michael J.
Publication year - 2021
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.202102694
Subject(s) - enantioselective synthesis , raw material , ethanol , catalysis , allylic rearrangement , chemistry , organic chemistry
With annual production at >85 million tons/year, ethanol is the world's largest‐volume renewable small molecule carbon source, yet its use as a C 2 ‐feedstock in enantioselective C−C coupling is unknown. Here, the first catalytic enantioselective C−C couplings of ethanol are demonstrated in reactions with structurally complex, nitrogen‐rich allylic acetates incorporating the top 10 N‐heterocycles found in FDA‐approved drugs.