Gonzalez, C.C. and Kennedy, A.R. and Leon, E.I. and Riesco-Fagundo, C. and Suarez, E. (2001) Fragmentation of carbohydrate anomeric alkoxy radicals: A new synthesis of chiral 1-halo-1-iodo compounds. Angewandte Chemie, 40 (12). pp. 2326-2331. ISSN 0044-8249
Full text not available in this repository. (Request a copy from the Strathclyde author)Official URL: http://dx.doi.org/10.1002/1521-3773
Abstract
The reaction of 1,2-halohydrins derived from easily available carbohydrates with (diacetoxyiodo)benzene (DIB) in the presence of bromine is a mild procedure for the synthesis of 1-deoxy-1-halo-1-bromo-alditols with one carbon less than the original carbohydrate. The reaction goes through β-fragmentation of the intermediate anomeric alkoxyl radicals. These 1-halo-1-bromo polyhydroxy compounds may be valuable synthetic intermediates in organic synthesis.
| Item type: | Article |
|---|---|
| ID code: | 1242 |
| Notes: | Related item: http://strathprints.strath.ac.uk/22673/ Non-duplicate |
| Keywords: | carbohydrates, chirality, halides, iodine, radical reactions, Chemistry |
| Subjects: | Science > Chemistry |
| Department: | Faculty of Science > Pure and Applied Chemistry Faculty of Engineering > Electronic and Electrical Engineering |
| Related URLs: | |
| Depositing user: | Catriona Mccallum |
| Date Deposited: | 12 Jun 2006 |
| Last modified: | 04 Oct 2012 15:21 |
| URI: | http://strathprints.strath.ac.uk/id/eprint/1242 |
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