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Direct Asymmetric α‐Allylation of Aldehydes with Simple Allylic Alcohols Enabled by the Concerted Action of Three Different Catalysts
Author(s) -
Jiang Gaoxi,
List Benjamin
Publication year - 2011
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.201103263
Subject(s) - allylic rearrangement , action (physics) , catalysis , simple (philosophy) , chemistry , organic chemistry , combinatorial chemistry , physics , philosophy , epistemology , quantum mechanics
Triple catalysis : The title reaction between α‐branched aldehydes and allylic alcohols, which generates all‐carbon quaternary stereogenic centers, constitutes the first asymmetric Tsuji–Trost‐type α‐allylation of carbonyl compounds with allylic alcohol (see scheme). This reaction is catalyzed by three different species, [Pd(PPh 3 ) 4 ], the chiral Brønsted acid TRIP, and benzhydryl amine.