New insights into the reactivity of 2-halo-glycals: Ssynthesis of novel iodinated Oand S-glycosides

This; is the first report on the Ferrier rearrangement of 2-halo-glycals with; S-nucleophiles. We present herein the selective synthesis of new; 2-iodo-2,3-unsaturated O- and S-glycosides. We obtained in good yields and high; anomeric selectivity α-glycosydes. As a particular behaviour, we also; des...

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Detalles Bibliográficos
Autores principales:	Rojas, Agustín Hugo, Lafuente, María Leticia, Vetere, Virginia, Ponzinibbio, Agustín
Formato:	Articulo Preprint
Lenguaje:	Inglés
Publicado:	2020
Materias:	Química 2-iodo-glycals Ferrier rearragement S-glycosides NMR; conformations
Acceso en línea:	http://sedici.unlp.edu.ar/handle/10915/146230
Aporte de:	SEDICI (UNLP) de Universidad Nacional de La Plata

id	I19-R120-10915-146230
record_format	dspace
institution	Universidad Nacional de La Plata
institution_str	I-19
repository_str	R-120
collection	SEDICI (UNLP)
language	Inglés
topic	Química 2-iodo-glycals Ferrier rearragement S-glycosides NMR; conformations
spellingShingle	Química 2-iodo-glycals Ferrier rearragement S-glycosides NMR; conformations Rojas, Agustín Hugo Lafuente, María Leticia Vetere, Virginia Ponzinibbio, Agustín New insights into the reactivity of 2-halo-glycals: Ssynthesis of novel iodinated Oand S-glycosides
topic_facet	Química 2-iodo-glycals Ferrier rearragement S-glycosides NMR; conformations
description	This; is the first report on the Ferrier rearrangement of 2-halo-glycals with; S-nucleophiles. We present herein the selective synthesis of new; 2-iodo-2,3-unsaturated O- and S-glycosides. We obtained in good yields and high; anomeric selectivity α-glycosydes. As a particular behaviour, we also; describe heteroaromatic thio sugar derivatives were the C3 addition was; performed in an alternative mechanism. A complete structure and conformation analysis; by NMR was also presented.
format	Articulo Preprint
author	Rojas, Agustín Hugo Lafuente, María Leticia Vetere, Virginia Ponzinibbio, Agustín
author_facet	Rojas, Agustín Hugo Lafuente, María Leticia Vetere, Virginia Ponzinibbio, Agustín
author_sort	Rojas, Agustín Hugo
title	New insights into the reactivity of 2-halo-glycals: Ssynthesis of novel iodinated Oand S-glycosides
title_short	New insights into the reactivity of 2-halo-glycals: Ssynthesis of novel iodinated Oand S-glycosides
title_full	New insights into the reactivity of 2-halo-glycals: Ssynthesis of novel iodinated Oand S-glycosides
title_fullStr	New insights into the reactivity of 2-halo-glycals: Ssynthesis of novel iodinated Oand S-glycosides
title_full_unstemmed	New insights into the reactivity of 2-halo-glycals: Ssynthesis of novel iodinated Oand S-glycosides
title_sort	new insights into the reactivity of 2-halo-glycals: ssynthesis of novel iodinated oand s-glycosides
publishDate	2020
url	http://sedici.unlp.edu.ar/handle/10915/146230
work_keys_str_mv	AT rojasagustinhugo newinsightsintothereactivityof2haloglycalsssynthesisofnoveliodinatedoandsglycosides AT lafuentemarialeticia newinsightsintothereactivityof2haloglycalsssynthesisofnoveliodinatedoandsglycosides AT veterevirginia newinsightsintothereactivityof2haloglycalsssynthesisofnoveliodinatedoandsglycosides AT ponzinibbioagustin newinsightsintothereactivityof2haloglycalsssynthesisofnoveliodinatedoandsglycosides
bdutipo_str	Repositorios
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New insights into the reactivity of 2-halo-glycals: Ssynthesis of novel iodinated Oand S-glycosides

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