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Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization under mild conditions.

ABSTRACT: A mild and practical Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization reaction of 2,3-dihydrofurans is developed, leading to various optically active fused furoindolines and tetrahydrofurobenzofurans. The key to this transformation is employing two newly modified N-Me-Xiang-Phos ligands ((S, R S)- N-Me-X4/X5) as chiral ligands under mild conditions. Moreover, this synthetic methodology can be efficiently applied to a variety of complex polysubstituted heterocycles with high chemo-, regio-, and enantio-selectivities via introducing diverse substituents on furan rings, which were hard to access by other routes.

SUBMITTER: Tao M

PROVIDER: S-EPMC7473404 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature

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Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization under mild conditions.

Tao Mengna M Tu Youshao Y Liu Yu Y Wu Haihong H Liu Lu L Zhang Junliang J

Chemical science 20200529 24

A mild and practical Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization reaction of 2,3-dihydrofurans is developed, leading to various optically active fused furoindolines and tetrahydrofurobenzofurans. The key to this transformation is employing two newly modified N-Me-Xiang-Phos ligands ((S, R S)- N-Me-X4/X5) as chiral ligands under mild conditions. Moreover, this synthetic methodology can be efficien ...[more]

PMID: 32953024

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