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Access to High Levels of Molecular Complexity by One‐Pot Iridium/Enamine Asymmetric Catalysis
Author(s) -
Quintard Adrien,
Alexakis Alexandre,
Mazet Clément
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.201007001
Subject(s) - iridium , electrophile , nucleophile , allylic rearrangement , enantioselective synthesis , cationic polymerization , catalysis , isomerization , enamine , chemistry , combinatorial chemistry , organic chemistry
Independent workers with team spirit : A catalytic sequence that exploits the compatibility of (chiral) cationic iridium catalysts for the isomerization of primary allylic alcohols to aldehydes with organocatalysts has been developed for the highly enantioselective α functionalization of aldehydes (see scheme: up to 66 % yield, d.r. 49:1, 99 % ee ). The reaction displayed useful generality with respect to both the nucleophile and the electrophile.