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Cobalt‐Catalyzed Allylation of Heterobicyclic Alkenes: Ligand‐Induced Divergent Reactivities
Author(s) -
Huang Yuan,
Ma Chao,
Lee Yi Xin,
Huang RuiZhi,
Zhao Yu
Publication year - 2015
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.201506003
Subject(s) - cobalt , reagent , yield (engineering) , catalysis , phosphine , ligand (biochemistry) , salt (chemistry) , bicyclic molecule , chemistry , combinatorial chemistry , potassium , medicinal chemistry , organic chemistry , materials science , biochemistry , receptor , metallurgy
The allylation of heterobicyclic alkenes is presented for the first time. By using an inexpensive cobalt salt as the catalyst and easy‐to‐handle potassium allyltrifluoroborate as the reagent, an unprecedented formal hydroallylation of the bicyclic alkenes is realized in high efficiency. When a chiral cobalt/bis(phosphine) complex is used instead, the alternative ring‐opening products can be obtained in high yield and excellent enantioselectivity.