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A cycloaddition strategy for the synthesis of thiirane-containing glycomimetics

A cycloaddition strategy for the synthesis of thiirane-containing glycomimetics
A cycloaddition strategy for the synthesis of thiirane-containing glycomimetics
This manuscript describes a one-pot. selective synthesis of optically active thiiranes by [3+2] cycloaddition of mesoionic dipoles with sugar aldehydes. Overall, the result is the formation of monosaccharide mimetics that display numerous functional groups for molecular recognition.
diastereoselective cycloadditions, nitroalkenes
0957-4166
2265-2268
Avalos, Martín
55d2a59e-8c35-4028-b6c5-bfdd7ecda5a4
Babiano, Reyes
b7ffd91c-bacd-4372-ab99-fc30ac2450ae
Cintas, Pedro
29979233-8382-47a8-bde7-1faf4869308c
Clemente, Fernando R.
91b8c77e-79df-4a90-846a-fe0ffec1b090
Gordillo, Ruth
9d99d140-b76f-492b-bb9d-911aed5690fb
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
Avalos, Martín
55d2a59e-8c35-4028-b6c5-bfdd7ecda5a4
Babiano, Reyes
b7ffd91c-bacd-4372-ab99-fc30ac2450ae
Cintas, Pedro
29979233-8382-47a8-bde7-1faf4869308c
Clemente, Fernando R.
91b8c77e-79df-4a90-846a-fe0ffec1b090
Gordillo, Ruth
9d99d140-b76f-492b-bb9d-911aed5690fb
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

Avalos, Martín, Babiano, Reyes, Cintas, Pedro, Clemente, Fernando R., Gordillo, Ruth, Hursthouse, Michael B., Jiménez, José L., Light, Mark E. and Palacios, Juan C. (2001) A cycloaddition strategy for the synthesis of thiirane-containing glycomimetics. Tetrahedron: Asymmetry, 12 (16), 2265-2268. (doi:10.1016/S0957-4166(01)00401-3).

Record type: Article

Abstract

This manuscript describes a one-pot. selective synthesis of optically active thiiranes by [3+2] cycloaddition of mesoionic dipoles with sugar aldehydes. Overall, the result is the formation of monosaccharide mimetics that display numerous functional groups for molecular recognition.

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More information

Published date: 2001
Keywords: diastereoselective cycloadditions, nitroalkenes

Identifiers

Local EPrints ID: 19385
URI: http://eprints.soton.ac.uk/id/eprint/19385
ISSN: 0957-4166
PURE UUID: 5f67b78d-78b8-42f6-95d7-552e4e63170d
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 13 Feb 2006
Last modified: 16 Mar 2024 03:04

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Contributors

Author: Martín Avalos
Author: Reyes Babiano
Author: Pedro Cintas
Author: Fernando R. Clemente
Author: Ruth Gordillo
Author: José L. Jiménez
Author: Mark E. Light ORCID iD
Author: Juan C. Palacios

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