Total synthesis of a Dimeric Thymol derivative isolated from Arnica sachalinensis

The total synthesis of a dimeric thymol derivative (thymarnicol) isolated from Arnica sachalinensis was accomplished in 6 steps. A key biomimetic Diels–Alder dimerization was found to occur at ambient temperature and the final oxidative cyclization occurs when the substrate is exposed to air and vis...

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Main Authors: De Silvestro, I, Drew, S, Nichol, G, Duarte, F, Lawrence, A
Format: Journal article
Language:English
Published: Wiley 2017
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author De Silvestro, I
Drew, S
Nichol, G
Duarte, F
Lawrence, A
author_facet De Silvestro, I
Drew, S
Nichol, G
Duarte, F
Lawrence, A
author_sort De Silvestro, I
collection OXFORD
description The total synthesis of a dimeric thymol derivative (thymarnicol) isolated from Arnica sachalinensis was accomplished in 6 steps. A key biomimetic Diels–Alder dimerization was found to occur at ambient temperature and the final oxidative cyclization occurs when the substrate is exposed to air and visible light. These results indicate that this natural product is likely the result of spontaneous (non‐enzyme‐mediated) reactivity.
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spelling oxford-uuid:6712829a-468a-49e8-9601-c5084c13002c2022-03-26T18:35:51ZTotal synthesis of a Dimeric Thymol derivative isolated from Arnica sachalinensis Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:6712829a-468a-49e8-9601-c5084c13002cEnglishSymplectic Elements at OxfordWiley2017De Silvestro, IDrew, SNichol, GDuarte, FLawrence, AThe total synthesis of a dimeric thymol derivative (thymarnicol) isolated from Arnica sachalinensis was accomplished in 6 steps. A key biomimetic Diels–Alder dimerization was found to occur at ambient temperature and the final oxidative cyclization occurs when the substrate is exposed to air and visible light. These results indicate that this natural product is likely the result of spontaneous (non‐enzyme‐mediated) reactivity.
spellingShingle De Silvestro, I
Drew, S
Nichol, G
Duarte, F
Lawrence, A
Total synthesis of a Dimeric Thymol derivative isolated from Arnica sachalinensis
title Total synthesis of a Dimeric Thymol derivative isolated from Arnica sachalinensis
title_full Total synthesis of a Dimeric Thymol derivative isolated from Arnica sachalinensis
title_fullStr Total synthesis of a Dimeric Thymol derivative isolated from Arnica sachalinensis
title_full_unstemmed Total synthesis of a Dimeric Thymol derivative isolated from Arnica sachalinensis
title_short Total synthesis of a Dimeric Thymol derivative isolated from Arnica sachalinensis
title_sort total synthesis of a dimeric thymol derivative isolated from arnica sachalinensis
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