Synthesis of the [6.6.7.5] Tetracyclic Core of Calyciphylline N via a Boc-Mediated Oxidative Dearomatization/Diels–Alder Approach

A sequential process involving Boc-mediated oxidative dearomatization and inter/intramolecular Diels–Alder reaction was investigated. Based on an intermolecular Diels–Alder reaction and subsequently a radical 7-endo-trig type cyclization, the [6.6.7.5] tetracyclic core of Calyciphylline N was assemb...

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Published in:Organic letters 2022-04, Vol.24 (14), p.2694-2698
Main Authors: Lv, Yumeng, Feng, Yueshen, Dai, Jiatong, Zhang, Yuying, Zhang, Huaxuan, Liu, Zhigang, Zheng, Huaiji
Format: Article
Language:English
Subjects:
Cyclization
Oxidation-Reduction
Oxidative Stress
Polycyclic Compounds
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cited_by cdi_FETCH-LOGICAL-a1909-baf592975c09ba890d2186f3237b5cc19738be9328e407858396f495353a3b9e3
cites cdi_FETCH-LOGICAL-a1909-baf592975c09ba890d2186f3237b5cc19738be9328e407858396f495353a3b9e3
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container_title Organic letters
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creator Lv, Yumeng
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description A sequential process involving Boc-mediated oxidative dearomatization and inter/intramolecular Diels–Alder reaction was investigated. Based on an intermolecular Diels–Alder reaction and subsequently a radical 7-endo-trig type cyclization, the [6.6.7.5] tetracyclic core of Calyciphylline N was assembled.
doi_str_mv 10.1021/acs.orglett.2c00797
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source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Cyclization
Oxidation-Reduction
Oxidative Stress
Polycyclic Compounds
title Synthesis of the [6.6.7.5] Tetracyclic Core of Calyciphylline N via a Boc-Mediated Oxidative Dearomatization/Diels–Alder Approach
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