Alvarez-Dorta, D. and Leon, E.I. and Kennedy, A.R. and Riesco-Fagundo, C. and Suarez, E. (2008) Sequential norrish type ii photoelimination and intramolecular aldol cyclization of 1,2-diketones in carbohydrate systems: stereoselective synthesis of cyclopentitols. Agewandte Chemie-International Edition, 47 (46). pp. 8917-8919. ISSN 1433-7851
Full text not available in this repository. (Request a copy from the Strathclyde author)Official URL: http://dx.doi.org/10.1002/anie.200803696
Abstract
Opened and closed: Visible-light photostimulation of 2,3-diuloses I triggers an unprecedented sequential rearrangement: A Norrish type II photoelimination to give an isolable acyclic photoenol intermediate II is followed by an intramolecular enolexo aldolization. The contraction of the pyranose ring in this process leads to a new type of cyclopentitol derivative III. R=acyl, alkyl, silyl group.
| Item type: | Article |
|---|---|
| ID code: | 19447 |
| Keywords: | 1, 2-diketones, aldol reaction, carbohydrates, photochemistry, radicals, Chemistry |
| Subjects: | Science > Chemistry |
| Department: | Faculty of Science > Pure and Applied Chemistry |
| Related URLs: | |
| Depositing user: | Strathprints Administrator |
| Date Deposited: | 25 May 2010 16:32 |
| Last modified: | 12 Mar 2012 11:12 |
| URI: | http://strathprints.strath.ac.uk/id/eprint/19447 |
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