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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/<b>Xiang-Phos</b>-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 <i>N</i>-Me-Xiang-Phos ligands ((<i>S</i>, <i>R</i> <sub>S</sub>)- <b><i>N</i>-Me-X4</b>/<b>X5</b>) as chiral ligands under mild conditions. Moreover, this synthetic methodology can be efficien  ...[more]

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