Ring-closing metathesis as a basis for the construction of aromatic compounds.

The use of metathesis, especially in the context of ring-closing metathesis (RCM) to form five- and six-membered rings, is widespread in organic chemistry today. However, there are surprisingly few examples of the reaction being used to form aromatic compounds. The central place of aromatic compound...

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Main Authors: Donohoe, T, Orr, A, Bingham, M
Format: Journal article
Language:English
Published: 2006
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author Donohoe, T
Orr, A
Bingham, M
author_facet Donohoe, T
Orr, A
Bingham, M
author_sort Donohoe, T
collection OXFORD
description The use of metathesis, especially in the context of ring-closing metathesis (RCM) to form five- and six-membered rings, is widespread in organic chemistry today. However, there are surprisingly few examples of the reaction being used to form aromatic compounds. The central place of aromatic compounds in both medicinal chemistry and natural products synthesis, coupled with the efficiency and functional group tolerance of RCM catalysts, means that there is now an interesting opportunity to use RCM for the synthesis of arenes. Although the formation of an aromatic compound was viewed in many early examples as an undesirable degradation product, several rationally designed methods towards the preparation of aromatic compounds by RCM have recently been developed.
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spelling oxford-uuid:6967bef9-ba19-427e-8359-88baca5517ce2022-03-26T18:50:52ZRing-closing metathesis as a basis for the construction of aromatic compounds.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:6967bef9-ba19-427e-8359-88baca5517ceEnglishSymplectic Elements at Oxford2006Donohoe, TOrr, ABingham, MThe use of metathesis, especially in the context of ring-closing metathesis (RCM) to form five- and six-membered rings, is widespread in organic chemistry today. However, there are surprisingly few examples of the reaction being used to form aromatic compounds. The central place of aromatic compounds in both medicinal chemistry and natural products synthesis, coupled with the efficiency and functional group tolerance of RCM catalysts, means that there is now an interesting opportunity to use RCM for the synthesis of arenes. Although the formation of an aromatic compound was viewed in many early examples as an undesirable degradation product, several rationally designed methods towards the preparation of aromatic compounds by RCM have recently been developed.
spellingShingle Donohoe, T
Orr, A
Bingham, M
Ring-closing metathesis as a basis for the construction of aromatic compounds.
title Ring-closing metathesis as a basis for the construction of aromatic compounds.
title_full Ring-closing metathesis as a basis for the construction of aromatic compounds.
title_fullStr Ring-closing metathesis as a basis for the construction of aromatic compounds.
title_full_unstemmed Ring-closing metathesis as a basis for the construction of aromatic compounds.
title_short Ring-closing metathesis as a basis for the construction of aromatic compounds.
title_sort ring closing metathesis as a basis for the construction of aromatic compounds
work_keys_str_mv AT donohoet ringclosingmetathesisasabasisfortheconstructionofaromaticcompounds
AT orra ringclosingmetathesisasabasisfortheconstructionofaromaticcompounds
AT binghamm ringclosingmetathesisasabasisfortheconstructionofaromaticcompounds