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Enantio‐ and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis
Author(s) -
Moock Daniel,
Wagener Tobias,
Hu Tianjiao,
Gallagher Timothy,
Glorius Frank
Publication year - 2021
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.202103910
Subject(s) - stereocenter , rhodium , carbene , catalysis , cascade , ruthenium , chemistry , combinatorial chemistry , homogeneous , homogeneous catalysis , molecule , organic chemistry , enantioselective synthesis , physics , chromatography , thermodynamics
We report an enantio‐ and diastereoselective, complete hydrogenation of multiply substituted benzofurans in a one‐pot cascade catalysis. The developed protocol facilitates the controlled installation of up to six new defined stereocenters and produces architecturally complex octahydrobenzofurans, prevalent in many bioactive molecules. A unique match of a chiral homogeneous ruthenium‐N‐heterocyclic carbene complex and an in situ activated rhodium catalyst from a complex precursor act in sequence to enable the presented process.