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...
Main Authors: | , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Nature Portfolio
2021-02-01
|
Series: | Nature Communications |
Online Access: | https://doi.org/10.1038/s41467-021-21335-9 |
_version_ | 1818839489875804160 |
---|---|
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. |
first_indexed | 2024-12-19T03:55:07Z |
format | Article |
id | doaj.art-7fafd4ff43774eb5a251196358d29376 |
institution | Directory Open Access Journal |
issn | 2041-1723 |
language | English |
last_indexed | 2024-12-19T03:55:07Z |
publishDate | 2021-02-01 |
publisher | Nature Portfolio |
record_format | Article |
series | Nature Communications |
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 |
work_keys_str_mv | AT chengzhang goldicatalyzedintramolecularcyclizationintermolecularcycloadditioncascadeasafasttracktopolycarbocyclesandmechanisticinsights AT kemiaohong goldicatalyzedintramolecularcyclizationintermolecularcycloadditioncascadeasafasttracktopolycarbocyclesandmechanisticinsights AT chaopei goldicatalyzedintramolecularcyclizationintermolecularcycloadditioncascadeasafasttracktopolycarbocyclesandmechanisticinsights AT suzhou goldicatalyzedintramolecularcyclizationintermolecularcycloadditioncascadeasafasttracktopolycarbocyclesandmechanisticinsights AT wenhaohu goldicatalyzedintramolecularcyclizationintermolecularcycloadditioncascadeasafasttracktopolycarbocyclesandmechanisticinsights AT astephenkhashmi goldicatalyzedintramolecularcyclizationintermolecularcycloadditioncascadeasafasttracktopolycarbocyclesandmechanisticinsights AT xinfangxu goldicatalyzedintramolecularcyclizationintermolecularcycloadditioncascadeasafasttracktopolycarbocyclesandmechanisticinsights |