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 1433-7851Full text not available in this repository. (Request a copy from the Strathclyde author)
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.
|Keywords:||1, 2-diketones, aldol reaction, carbohydrates, photochemistry, radicals, Chemistry, Chemistry(all), Catalysis|
|Subjects:||Science > Chemistry|
|Department:||Faculty of Science > Pure and Applied Chemistry|
|Depositing user:||Strathprints Administrator|
|Date Deposited:||25 May 2010 15:32|
|Last modified:||04 May 2016 14:49|