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Synthesis of sugar isocyanates and their application to the formation of ureido-linked disaccharides

Synthesis of sugar isocyanates and their application to the formation of ureido-linked disaccharides
Synthesis of sugar isocyanates and their application to the formation of ureido-linked disaccharides
The present work describes a facile and practical route to carbohydrate-based isocyanates, a reactive and appealing family of chiral heterocumulenes, wich can be easily converted into disaccharides and pseudodisaccharides interconnected by urea moieties. A full characterization of these substances by X-ray diffraction analysis and spectroscopic methods reveals further insights into their structures and preferred conformation.
isocyanates, ureas, ureidosugars
1434-193X
657-671
Ávalos, Martin
63d81458-5377-48ba-9558-b512a8550866
Babiano, Reyes
b7ffd91c-bacd-4372-ab99-fc30ac2450ae
Cintas, Pedro
29979233-8382-47a8-bde7-1faf4869308c
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Jiménez, José L.
074cc8fd-9ea1-41fc-b8b6-551d26e5fcd3
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Palacios, Juan C.
2c06e379-89b3-46b1-95c8-7f5057732f9f
Pérez, Esther M. S.
1ebe5954-6236-4586-80a2-2bde38783c70
Ávalos, Martin
63d81458-5377-48ba-9558-b512a8550866
Babiano, Reyes
b7ffd91c-bacd-4372-ab99-fc30ac2450ae
Cintas, Pedro
29979233-8382-47a8-bde7-1faf4869308c
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Jiménez, José L.
074cc8fd-9ea1-41fc-b8b6-551d26e5fcd3
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Palacios, Juan C.
2c06e379-89b3-46b1-95c8-7f5057732f9f
Pérez, Esther M. S.
1ebe5954-6236-4586-80a2-2bde38783c70

Ávalos, Martin, Babiano, Reyes, Cintas, Pedro, Hursthouse, Michael B., Jiménez, José L., Light, Mark E., Palacios, Juan C. and Pérez, Esther M. S. (2006) Synthesis of sugar isocyanates and their application to the formation of ureido-linked disaccharides. European Journal of Organic Chemistry, (3), 657-671. (doi:10.1002/ejoc.200500601).

Record type: Article

Abstract

The present work describes a facile and practical route to carbohydrate-based isocyanates, a reactive and appealing family of chiral heterocumulenes, wich can be easily converted into disaccharides and pseudodisaccharides interconnected by urea moieties. A full characterization of these substances by X-ray diffraction analysis and spectroscopic methods reveals further insights into their structures and preferred conformation.

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More information

Published date: 2006
Keywords: isocyanates, ureas, ureidosugars

Identifiers

Local EPrints ID: 39096
URI: http://eprints.soton.ac.uk/id/eprint/39096
ISSN: 1434-193X
PURE UUID: b1eebba1-b6e8-44bf-b75f-86aa4f97ee29
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 20 Jun 2006
Last modified: 07 Aug 2019 00:47

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