Site-selective C-H hydroxylation of pentacyclic triterpenoids directed by transient chiral pyridine-imino groups

Pentacyclic triterpenoids (PTs) functionalized at the D/E rings possess a wide spectrum of biological activities but are poorly accessible. Here, the authors report a site-selective C-H hydroxylation at the D/E rings of PTs by exploiting transient pyridine-imino directing groups and disclose the syn...

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Main Authors: Tong Mu, Bingcheng Wei, Dapeng Zhu, Biao Yu
Format: Article
Language:English
Published: Nature Portfolio 2020-09-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-020-18138-9
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author Tong Mu
Bingcheng Wei
Dapeng Zhu
Biao Yu
author_facet Tong Mu
Bingcheng Wei
Dapeng Zhu
Biao Yu
author_sort Tong Mu
collection DOAJ
description Pentacyclic triterpenoids (PTs) functionalized at the D/E rings possess a wide spectrum of biological activities but are poorly accessible. Here, the authors report a site-selective C-H hydroxylation at the D/E rings of PTs by exploiting transient pyridine-imino directing groups and disclose the synthesis of related natural products.
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spelling doaj.art-d07d846c1edc4ef99870d29e0afea4412022-12-21T20:30:52ZengNature PortfolioNature Communications2041-17232020-09-011111810.1038/s41467-020-18138-9Site-selective C-H hydroxylation of pentacyclic triterpenoids directed by transient chiral pyridine-imino groupsTong Mu0Bingcheng Wei1Dapeng Zhu2Biao Yu3State Key Laboratory of Bioorganic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of SciencesState Key Laboratory of Bioorganic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of SciencesState Key Laboratory of Bioorganic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of SciencesState Key Laboratory of Bioorganic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of SciencesPentacyclic triterpenoids (PTs) functionalized at the D/E rings possess a wide spectrum of biological activities but are poorly accessible. Here, the authors report a site-selective C-H hydroxylation at the D/E rings of PTs by exploiting transient pyridine-imino directing groups and disclose the synthesis of related natural products.https://doi.org/10.1038/s41467-020-18138-9
spellingShingle Tong Mu
Bingcheng Wei
Dapeng Zhu
Biao Yu
Site-selective C-H hydroxylation of pentacyclic triterpenoids directed by transient chiral pyridine-imino groups
Nature Communications
title Site-selective C-H hydroxylation of pentacyclic triterpenoids directed by transient chiral pyridine-imino groups
title_full Site-selective C-H hydroxylation of pentacyclic triterpenoids directed by transient chiral pyridine-imino groups
title_fullStr Site-selective C-H hydroxylation of pentacyclic triterpenoids directed by transient chiral pyridine-imino groups
title_full_unstemmed Site-selective C-H hydroxylation of pentacyclic triterpenoids directed by transient chiral pyridine-imino groups
title_short Site-selective C-H hydroxylation of pentacyclic triterpenoids directed by transient chiral pyridine-imino groups
title_sort site selective c h hydroxylation of pentacyclic triterpenoids directed by transient chiral pyridine imino groups
url https://doi.org/10.1038/s41467-020-18138-9
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