Phosphine-free Suzuki-Miyaura cross-coupling in aqueous media enables access to 2-C-aryl-glycosides.

A general strategy for the synthesis of 2-aryl-glycals and their elaboration to 2-C-aryl-α-glycosides and 1,5-anhydro-2-C-aryl-2-deoxy alditols are described. The use of reliable, efficient phosphine-free Suzuki-Miyaura cross-coupling of 2-iodoglycals in aqueous media as a key step proceeds with com...

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Main Authors: Cobo, I, Matheu, M, Castillón, S, Boutureira, O, Davis, B
Format: Journal article
Language:English
Published: 2012
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author Cobo, I
Matheu, M
Castillón, S
Boutureira, O
Davis, B
author_facet Cobo, I
Matheu, M
Castillón, S
Boutureira, O
Davis, B
author_sort Cobo, I
collection OXFORD
description A general strategy for the synthesis of 2-aryl-glycals and their elaboration to 2-C-aryl-α-glycosides and 1,5-anhydro-2-C-aryl-2-deoxy alditols are described. The use of reliable, efficient phosphine-free Suzuki-Miyaura cross-coupling of 2-iodoglycals in aqueous media as a key step proceeds with complete regioselectivity at C-2 and enables access to 2-aryl-glycals with different configurations in excellent yields.
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spelling oxford-uuid:511aa7d2-098c-41a5-bd7d-e32965c685352022-03-26T16:17:35ZPhosphine-free Suzuki-Miyaura cross-coupling in aqueous media enables access to 2-C-aryl-glycosides.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:511aa7d2-098c-41a5-bd7d-e32965c68535EnglishSymplectic Elements at Oxford2012Cobo, IMatheu, MCastillón, SBoutureira, ODavis, BA general strategy for the synthesis of 2-aryl-glycals and their elaboration to 2-C-aryl-α-glycosides and 1,5-anhydro-2-C-aryl-2-deoxy alditols are described. The use of reliable, efficient phosphine-free Suzuki-Miyaura cross-coupling of 2-iodoglycals in aqueous media as a key step proceeds with complete regioselectivity at C-2 and enables access to 2-aryl-glycals with different configurations in excellent yields.
spellingShingle Cobo, I
Matheu, M
Castillón, S
Boutureira, O
Davis, B
Phosphine-free Suzuki-Miyaura cross-coupling in aqueous media enables access to 2-C-aryl-glycosides.
title Phosphine-free Suzuki-Miyaura cross-coupling in aqueous media enables access to 2-C-aryl-glycosides.
title_full Phosphine-free Suzuki-Miyaura cross-coupling in aqueous media enables access to 2-C-aryl-glycosides.
title_fullStr Phosphine-free Suzuki-Miyaura cross-coupling in aqueous media enables access to 2-C-aryl-glycosides.
title_full_unstemmed Phosphine-free Suzuki-Miyaura cross-coupling in aqueous media enables access to 2-C-aryl-glycosides.
title_short Phosphine-free Suzuki-Miyaura cross-coupling in aqueous media enables access to 2-C-aryl-glycosides.
title_sort phosphine free suzuki miyaura cross coupling in aqueous media enables access to 2 c aryl glycosides
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AT matheum phosphinefreesuzukimiyauracrosscouplinginaqueousmediaenablesaccessto2carylglycosides
AT castillons phosphinefreesuzukimiyauracrosscouplinginaqueousmediaenablesaccessto2carylglycosides
AT boutureirao phosphinefreesuzukimiyauracrosscouplinginaqueousmediaenablesaccessto2carylglycosides
AT davisb phosphinefreesuzukimiyauracrosscouplinginaqueousmediaenablesaccessto2carylglycosides