Carbohydrates as chiral controllers: synthesis of dihydrothieno [2,3-c] furanones
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) Carbohydrates as chiral controllers: synthesis of dihydrothieno [2,3-c] furanones. Tetrahedron: Asymmetry, 12, (16), 2261-2264. (doi:10.1016/S0957-4166(01)00408-6).
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Description/Abstract
Chiral dihydrothiophenes derived from carbohydrates can be transformed into a novel class of bicyclic and highly functionalized chirons by treatment with NaH. A mechanistic rationale is proposed which is consistent with experimental observations and demonstrates the stereodiscriminating properties exerted by carbohydrate chains with different configurations.
| Item Type: | Article |
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| Related URLs: | |
| Keywords: | diastereoselective cycloadditions, nitroalkenes |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 19384 |
| Date Deposited: | 13 Feb 2006 |
| Last Modified: | 01 Jun 2011 13:36 |
| Contributors: | Avalos, Martín (Author) Babiano, Reyes (Author) Cintas, Pedro (Author) Clemente, Fernando R. (Author) Gordillo, Ruth (Author) Hursthouse, Michael B. (Author) Jiménez, José L. (Author) Light, Mark E. (Author) Palacios, Juan C. (Author) |
| Date: | 2001 |
| Status: | Published |
| URI: | http://eprints.soton.ac.uk/id/eprint/19384 |
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