1101200-01-4Relevant academic research and scientific papers
Sequential Norrish type II photoelimination and intramolecular aldol cyclization of 1,2-diketones in carbohydrate systems: Stereoselective synthesis of cyclopentitols
Alvarez-Dorta, Dimitri,Leon, Elisa I.,Kennedy, Alan R.,Riesco-Fagundo, Concepcion,Suarez, Ernesto
supporting information; experimental part, p. 8917 - 8919 (2009/05/27)
(Chemical Equation Presented) Opened and closed: Visible-light photo-stimulation 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.
