Premium
Nickel‐Catalyzed α‐Allylation of Aldehydes and Tandem Aldol Condensation/Allylation Reaction with Allylic Alcohols
Author(s) -
Bernhard Yann,
Thomson Brodie,
Ferey Vincent,
Sauthier Mathieu
Publication year - 2017
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.201703486
Subject(s) - chemistry , aldehyde , aldol condensation , allylic rearrangement , catalysis , nucleophile , aldol reaction , nickel , cascade reaction , alcohol , organic chemistry , methanol , tandem , materials science , composite material
An additive‐free nickel‐catalyzed α‐allylation of aldehydes with allyl alcohol is reported. The reaction is promoted by 1 mol % of in situ formed nickel complex in methanol, and water is the sole by‐product of the reaction. The experimental conditions allow the conversion of various α‐branched aldehydes and α,β‐unsaturated aldehydes as nucleophiles. The same catalyst and reaction conditions enabled a tandem aldol condensation of aldehyde/α‐allylation reaction.