Chiral Counteranion Strategy for Asymmetric Oxidative C(sp 3 )H/C(sp 3 )H Coupling: Enantioselective α‐Allylation of Aldehydes with Terminal Alkenes | Zendy

Wang PuSheng | Zendy; Lin HuaChen | Zendy; Zhai YuJia | Zendy; Han ZhiYong | Zendy; Gong LiuZhu | Zendy

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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 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.201408199

Subject(s) - enantioselective synthesis , allylic rearrangement , chemistry , catalysis , palladium , oxidative coupling of methane , stereochemistry , combinatorial chemistry , organic chemistry , medicinal 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.

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