Gold(I)-catalyzed intramolecular cyclization/intermolecular cycloaddition cascade as a fast track to polycarbocycles and mechanistic insights

Metal carbene is usually employed as a 1-carbon synthon or 3-carbon synthon in a variety of cycloaddition reactions. Here, the authors report a gold-catalyzed cascade protocol for the assembly of polycarbocyclic frameworks via a β-aryl gold-carbene intermediate which reacts as a 4-carbon synthon wit...

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Main Authors: Cheng Zhang, Kemiao Hong, Chao Pei, Su Zhou, Wenhao Hu, A. Stephen K. Hashmi, Xinfang Xu
Format: Article
Language:English
Published: Nature Portfolio 2021-02-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-021-21335-9
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author Cheng Zhang
Kemiao Hong
Chao Pei
Su Zhou
Wenhao Hu
A. Stephen K. Hashmi
Xinfang Xu
author_facet Cheng Zhang
Kemiao Hong
Chao Pei
Su Zhou
Wenhao Hu
A. Stephen K. Hashmi
Xinfang Xu
author_sort Cheng Zhang
collection DOAJ
description Metal carbene is usually employed as a 1-carbon synthon or 3-carbon synthon in a variety of cycloaddition reactions. Here, the authors report a gold-catalyzed cascade protocol for the assembly of polycarbocyclic frameworks via a β-aryl gold-carbene intermediate which reacts as a 4-carbon synthon with alkenes in [4 + 2]-cycloadditions.
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spelling doaj.art-7fafd4ff43774eb5a251196358d293762022-12-21T20:36:50ZengNature PortfolioNature Communications2041-17232021-02-0112111110.1038/s41467-021-21335-9Gold(I)-catalyzed intramolecular cyclization/intermolecular cycloaddition cascade as a fast track to polycarbocycles and mechanistic insightsCheng Zhang0Kemiao Hong1Chao Pei2Su Zhou3Wenhao Hu4A. Stephen K. Hashmi5Xinfang Xu6Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen UniversityGuangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen UniversityGuangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen UniversityGuangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen UniversityGuangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen UniversityOrganisch-Chemisches Institut, Heidelberg UniversityGuangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen UniversityMetal carbene is usually employed as a 1-carbon synthon or 3-carbon synthon in a variety of cycloaddition reactions. Here, the authors report a gold-catalyzed cascade protocol for the assembly of polycarbocyclic frameworks via a β-aryl gold-carbene intermediate which reacts as a 4-carbon synthon with alkenes in [4 + 2]-cycloadditions.https://doi.org/10.1038/s41467-021-21335-9
spellingShingle Cheng Zhang
Kemiao Hong
Chao Pei
Su Zhou
Wenhao Hu
A. Stephen K. Hashmi
Xinfang Xu
Gold(I)-catalyzed intramolecular cyclization/intermolecular cycloaddition cascade as a fast track to polycarbocycles and mechanistic insights
Nature Communications
title Gold(I)-catalyzed intramolecular cyclization/intermolecular cycloaddition cascade as a fast track to polycarbocycles and mechanistic insights
title_full Gold(I)-catalyzed intramolecular cyclization/intermolecular cycloaddition cascade as a fast track to polycarbocycles and mechanistic insights
title_fullStr Gold(I)-catalyzed intramolecular cyclization/intermolecular cycloaddition cascade as a fast track to polycarbocycles and mechanistic insights
title_full_unstemmed Gold(I)-catalyzed intramolecular cyclization/intermolecular cycloaddition cascade as a fast track to polycarbocycles and mechanistic insights
title_short Gold(I)-catalyzed intramolecular cyclization/intermolecular cycloaddition cascade as a fast track to polycarbocycles and mechanistic insights
title_sort gold i catalyzed intramolecular cyclization intermolecular cycloaddition cascade as a fast track to polycarbocycles and mechanistic insights
url https://doi.org/10.1038/s41467-021-21335-9
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