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Enantio- and diastereoselective synthesis of tetrahydrofuro[2,3-b]furan-2(3H)-one derivatives and related oxygen heterocycles via an asymmetric organocatalytic cascade process

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Abstract

Tetrahydrofuro[2,3-b]furan-2(3H)-one derivatives bearing four stereogenic centers were achieved via an asymmetric organocatalytic cascade process with excellent stereoselectivity in one single operation and H2O as the only side product. The α,β-unsaturated carboxylic acid plays two important roles in the cascade process: the Michael acceptor and acidic co-catalyst for enamine catalysis.

Graphical abstract: Enantio- and diastereoselective synthesis of tetrahydrofuro[2,3-b]furan-2(3H)-one derivatives and related oxygen heterocycles via an asymmetric organocatalytic cascade process

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Publication details

The article was received on 23 Jul 2017, accepted on 25 Aug 2017 and first published on 28 Aug 2017


Article type: Research Article
DOI: 10.1039/C7QO00621G
Citation: Org. Chem. Front., 2017, Advance Article
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    Enantio- and diastereoselective synthesis of tetrahydrofuro[2,3-b]furan-2(3H)-one derivatives and related oxygen heterocycles via an asymmetric organocatalytic cascade process

    W. Zhao and Y. Liu, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00621G

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