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Chelation versus Non‐Chelation Control in the Stereoselective Alkenyl sp 2 C−H Bond Functionalization Reaction
Author(s) -
Liang QiuJu,
Yang Chao,
Meng FeiFan,
Jiang Bing,
Xu YunHe,
Loh TeckPeng
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201700559
Subject(s) - chelation , stereoselectivity , chemistry , olefin fiber , substrate (aquarium) , stereospecificity , coupling reaction , catalysis , medicinal chemistry , addition reaction , stereochemistry , combinatorial chemistry , organic chemistry , oceanography , geology
A hydroxy group chelation‐assisted stereospecific oxidative cross‐coupling reaction between alkenes was developed under mild reaction conditions. In the presence of palladium catalyst, the alkenes tethered with hydroxy functionality can couple efficiently with electron‐deficient alkenes to form the corresponding multi‐substituted olefin products. The hydroxy group on the substrate could play dual roles in reaction, acting as the directing group for alkenyl C−H bond activation and controlling the stereoselectivity of the products.