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Copper‐Catalyzed Reduction of Alkyl Triflates and Iodides: An Efficient Method for the Deoxygenation of Primary and Secondary Alcohols
Author(s) -
Dang Hester,
Cox Nick,
Lalic Gojko
Publication year - 2014
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.201307697
Subject(s) - deoxygenation , alkyl , catalysis , chemistry , reduction (mathematics) , primary (astronomy) , copper , organic chemistry , reaction conditions , combinatorial chemistry , physics , geometry , mathematics , astronomy
We describe an effective method for catalytic reduction of 1° alkyl sulfonates, and 1° and 2° iodides in the presence of a wide range of functional groups. This Cu‐catalyzed reaction provides a means for the effective deoxygenation of alcohols, as demonstrated by the highly selective reduction of 1° alcohols using a triflation/reduction sequence. A preliminary study of the reaction mechanism suggests that the reduction does not involve free‐radical intermediates.