De Novo Synthesis of Racemic 4-Deoxy-4,4-difluoro- and 2,4-Dideoxy-2,4,4-trifluorohexosides

A range of racemic 4-deoxy-4,4-difluorinated carbohydrates were prepared by using a diversity-oriented de novo synthesis starting with three commercially available two-carbon building blocks. A common gem-difluorinated glycal was prepared in 35 % yield in seven steps, from which five different 4-deo...

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Main Authors: Giuffredi, G, Bernet, B, Gouverneur, V
Format: Journal article
Language:English
Published: 2011
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author Giuffredi, G
Bernet, B
Gouverneur, V
author_facet Giuffredi, G
Bernet, B
Gouverneur, V
author_sort Giuffredi, G
collection OXFORD
description A range of racemic 4-deoxy-4,4-difluorinated carbohydrates were prepared by using a diversity-oriented de novo synthesis starting with three commercially available two-carbon building blocks. A common gem-difluorinated glycal was prepared in 35 % yield in seven steps, from which five different 4-deoxy-4,4-difluoro- and 4-deoxy-2,4,4-trifluorohexopyranosides were accessed using well-established functional group manipulations. Copyright © 2011 WILEY-VCH Verlag GmbH and Co. KGaA, Weinheim.
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spelling oxford-uuid:bc2db4c0-9919-4341-9102-af9361c84c832022-03-27T05:22:27ZDe Novo Synthesis of Racemic 4-Deoxy-4,4-difluoro- and 2,4-Dideoxy-2,4,4-trifluorohexosidesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:bc2db4c0-9919-4341-9102-af9361c84c83EnglishSymplectic Elements at Oxford2011Giuffredi, GBernet, BGouverneur, VA range of racemic 4-deoxy-4,4-difluorinated carbohydrates were prepared by using a diversity-oriented de novo synthesis starting with three commercially available two-carbon building blocks. A common gem-difluorinated glycal was prepared in 35 % yield in seven steps, from which five different 4-deoxy-4,4-difluoro- and 4-deoxy-2,4,4-trifluorohexopyranosides were accessed using well-established functional group manipulations. Copyright © 2011 WILEY-VCH Verlag GmbH and Co. KGaA, Weinheim.
spellingShingle Giuffredi, G
Bernet, B
Gouverneur, V
De Novo Synthesis of Racemic 4-Deoxy-4,4-difluoro- and 2,4-Dideoxy-2,4,4-trifluorohexosides
title De Novo Synthesis of Racemic 4-Deoxy-4,4-difluoro- and 2,4-Dideoxy-2,4,4-trifluorohexosides
title_full De Novo Synthesis of Racemic 4-Deoxy-4,4-difluoro- and 2,4-Dideoxy-2,4,4-trifluorohexosides
title_fullStr De Novo Synthesis of Racemic 4-Deoxy-4,4-difluoro- and 2,4-Dideoxy-2,4,4-trifluorohexosides
title_full_unstemmed De Novo Synthesis of Racemic 4-Deoxy-4,4-difluoro- and 2,4-Dideoxy-2,4,4-trifluorohexosides
title_short De Novo Synthesis of Racemic 4-Deoxy-4,4-difluoro- and 2,4-Dideoxy-2,4,4-trifluorohexosides
title_sort de novo synthesis of racemic 4 deoxy 4 4 difluoro and 2 4 dideoxy 2 4 4 trifluorohexosides
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