Synthetic access to 3-substituted pyroglutamic acids from tetramate derivatives of serine, threonine, allo-threonine, and cysteine

<p style="text-align:justify;">A general route which provides direct access to pyroglutamates from tetramates, making use of Suzuki coupling on an enol mesylate, followed by reduction, is reported. This work permits direct scaffold hopping from tetramate to substituted pyroglutamate...

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Main Authors: Bagum, H, Christensen, K, Genov, M, Pretsch, A, Pretsch, D, Moloney, M
Format: Journal article
Language:English
Published: American Chemical Society 2019
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author Bagum, H
Christensen, K
Genov, M
Pretsch, A
Pretsch, D
Moloney, M
author_facet Bagum, H
Christensen, K
Genov, M
Pretsch, A
Pretsch, D
Moloney, M
author_sort Bagum, H
collection OXFORD
description <p style="text-align:justify;">A general route which provides direct access to pyroglutamates from tetramates, making use of Suzuki coupling on an enol mesylate, followed by reduction, is reported. This work permits direct scaffold hopping from tetramate to substituted pyroglutamates. Some compounds in the library showed modest antibacterial activity against Gram-positive bacteria.</p>
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spelling oxford-uuid:b964e511-15eb-4663-98d0-15a70cbd4b702022-03-27T05:02:35ZSynthetic access to 3-substituted pyroglutamic acids from tetramate derivatives of serine, threonine, allo-threonine, and cysteineJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:b964e511-15eb-4663-98d0-15a70cbd4b70EnglishSymplectic Elements at OxfordAmerican Chemical Society2019Bagum, HChristensen, KGenov, MPretsch, APretsch, DMoloney, M <p style="text-align:justify;">A general route which provides direct access to pyroglutamates from tetramates, making use of Suzuki coupling on an enol mesylate, followed by reduction, is reported. This work permits direct scaffold hopping from tetramate to substituted pyroglutamates. Some compounds in the library showed modest antibacterial activity against Gram-positive bacteria.</p>
spellingShingle Bagum, H
Christensen, K
Genov, M
Pretsch, A
Pretsch, D
Moloney, M
Synthetic access to 3-substituted pyroglutamic acids from tetramate derivatives of serine, threonine, allo-threonine, and cysteine
title Synthetic access to 3-substituted pyroglutamic acids from tetramate derivatives of serine, threonine, allo-threonine, and cysteine
title_full Synthetic access to 3-substituted pyroglutamic acids from tetramate derivatives of serine, threonine, allo-threonine, and cysteine
title_fullStr Synthetic access to 3-substituted pyroglutamic acids from tetramate derivatives of serine, threonine, allo-threonine, and cysteine
title_full_unstemmed Synthetic access to 3-substituted pyroglutamic acids from tetramate derivatives of serine, threonine, allo-threonine, and cysteine
title_short Synthetic access to 3-substituted pyroglutamic acids from tetramate derivatives of serine, threonine, allo-threonine, and cysteine
title_sort synthetic access to 3 substituted pyroglutamic acids from tetramate derivatives of serine threonine allo threonine and cysteine
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