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Acid‐Catalyzed Direct Conjugate Alkenylation of α,β‐Unsaturated Ketones
Author(s) -
Okamoto Kazuhiro,
Tamura Eisuke,
Ohe Kouichi
Publication year - 2013
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.201305188
Subject(s) - cationic polymerization , conjugate , chemistry , catalysis , key (lock) , position (finance) , computer science , combinatorial chemistry , silicon , organic chemistry , mathematics , business , mathematical analysis , computer security , finance
New tricks, old reaction : The title reaction proceeds under mild and transition‐metal‐free conditions (see scheme; Tf=trifluoromethanesulfonyl). Various combinations of substrates are applicable to the synthesis of γ,δ‐unsaturated ketones by employing silicon substituents at the β‐position of the enones. The silicon substituents play a key role in stabilization of the cationic intermediate by hyperconjugation.