Highly efficient construction of angular polycycles

Abstract Angular tricyclic and polycyclic skeletons feature typical cores in an intriguing type of natural products. We herein report the Lewis acids-catalyzed dearomative (3 + 2) cycloadditions of donor-acceptor cyclopropanes with benzene ring, by which structurally complex and diverse angular tric...

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Main Authors: Yi Sun, Xiaobing Huang, Jun Ren, Zhongwen Wang
Format: Article
Language:English
Published: Nature Portfolio 2024-10-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-024-53562-1
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author Yi Sun
Xiaobing Huang
Jun Ren
Zhongwen Wang
author_facet Yi Sun
Xiaobing Huang
Jun Ren
Zhongwen Wang
author_sort Yi Sun
collection DOAJ
description Abstract Angular tricyclic and polycyclic skeletons feature typical cores in an intriguing type of natural products. We herein report the Lewis acids-catalyzed dearomative (3 + 2) cycloadditions of donor-acceptor cyclopropanes with benzene ring, by which structurally complex and diverse angular tricyclic and polycyclic carbocycles were efficiently constructed from cheap and easily available feedstock and with convenient operation. This is also the example of (3 + 2) cycloaddition of a C3-synthon with the C = C of benzene. We believe this will demonstrate its potential in the total syntheses of natural products and drug discovery.
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issn 2041-1723
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spelling doaj-art-7aaae431583d456dba72430ddcc70b602025-08-20T02:11:22ZengNature PortfolioNature Communications2041-17232024-10-011511810.1038/s41467-024-53562-1Highly efficient construction of angular polycyclesYi Sun0Xiaobing Huang1Jun Ren2Zhongwen Wang3State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai UniversityState Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai UniversityState Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai UniversityState Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai UniversityAbstract Angular tricyclic and polycyclic skeletons feature typical cores in an intriguing type of natural products. We herein report the Lewis acids-catalyzed dearomative (3 + 2) cycloadditions of donor-acceptor cyclopropanes with benzene ring, by which structurally complex and diverse angular tricyclic and polycyclic carbocycles were efficiently constructed from cheap and easily available feedstock and with convenient operation. This is also the example of (3 + 2) cycloaddition of a C3-synthon with the C = C of benzene. We believe this will demonstrate its potential in the total syntheses of natural products and drug discovery.https://doi.org/10.1038/s41467-024-53562-1
spellingShingle Yi Sun
Xiaobing Huang
Jun Ren
Zhongwen Wang
Highly efficient construction of angular polycycles
Nature Communications
title Highly efficient construction of angular polycycles
title_full Highly efficient construction of angular polycycles
title_fullStr Highly efficient construction of angular polycycles
title_full_unstemmed Highly efficient construction of angular polycycles
title_short Highly efficient construction of angular polycycles
title_sort highly efficient construction of angular polycycles
url https://doi.org/10.1038/s41467-024-53562-1
work_keys_str_mv AT yisun highlyefficientconstructionofangularpolycycles
AT xiaobinghuang highlyefficientconstructionofangularpolycycles
AT junren highlyefficientconstructionofangularpolycycles
AT zhongwenwang highlyefficientconstructionofangularpolycycles