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Enantio- and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis.


ABSTRACT: 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.

SUBMITTER: Moock D 

PROVIDER: S-EPMC8251578 | biostudies-literature | 2021 Jun

REPOSITORIES: biostudies-literature

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Enantio- and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis.

Moock Daniel D   Wagener Tobias T   Hu Tianjiao T   Gallagher Timothy T   Glorius Frank F  

Angewandte Chemie (International ed. in English) 20210505 24


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  ...[more]

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