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Catalytic Electronic Activation: Indirect “Wittig” Reaction of Alcohols
Author(s) -
Edwards Michael G.,
Williams Jonathan M. J.
Publication year - 2002
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.200290034
Subject(s) - wittig reaction , aldehyde , alkene , alcohol , chemistry , catalysis , alkyl , organic chemistry , halide , hydrogen
Hydrogen atoms are borrowed during the in situ oxidation of the starting alcohol to the corresponding aldehyde and are subsequently returned in the hydrogenation of the alkene intermediate, which is formed by Wittig olefination of the aldehyde. This process permits an indirect Wittig reaction of alcohols without overall oxidation and offers an alternative to traditional methods that involve, for example, conversion of an alcohol into an alkyl halide.