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Chiral Counteranion Strategy for Asymmetric Oxidative C(sp 3 )H/C(sp 3 )H Coupling: Enantioselective α‐Allylation of Aldehydes with Terminal Alkenes
Author(s) -
Wang PuSheng,
Lin HuaChen,
Zhai YuJia,
Han ZhiYong,
Gong LiuZhu
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201408199
Subject(s) - enantioselective synthesis , chemistry , allylic rearrangement , catalysis , aldehyde , palladium , stereoisomerism , stereochemistry , combinatorial chemistry , organic chemistry
The first enantioselective α‐allylation of aldehydes with terminal alkenes has been realized by combining asymmetric counteranion catalysis and palladium‐catalyzed allylic CH activation. This method can tolerate a wide scope of α‐branched aromatic aldehydes and terminal alkenes, thus affording allylation products in high yields and with good to excellent levels of enantioselectivity. Importantly, the findings suggest a new strategy for the future creation of enantioselective CH/CH coupling reactions.