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Stereoselective Nickel‐Catalyzed [2+2+2] Cycloadditions and Alkenylative Cyclizations of Ene‐Allenes and Alkenes
Author(s) -
Noucti Njamkou N.,
Alexanian Erik J.
Publication year - 2013
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.201303211
Subject(s) - allene , stereocenter , cycloaddition , chemistry , stereoselectivity , ene reaction , nickel , catalysis , ligand (biochemistry) , stereochemistry , computer science , combinatorial chemistry , enantioselective synthesis , organic chemistry , biochemistry , receptor
[2+2+2]=4 (stereocenters)? Nickel‐catalyzed multicomponent cycloadditions and alkenylative cyclizations involving two alkenes and one allene are described. The [2+2+2] cycloaddition provides rapid access to stereochemically complex, cis ‐fused hydrindanes. By exchanging P( o ‐tol) 3 for PBu 3 as ligand, the reaction pathway can be diverted to an alkenylative cyclization process.