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.
Original language | English |
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Pages (from-to) | 8917-8919 |
Number of pages | 2 |
Journal | Agewandte Chemie-International Edition |
Volume | 47 |
Issue number | 46 |
DOIs | |
Publication status | Published - 2008 |
Keywords
- 1
- 2-diketones
- aldol reaction
- carbohydrates
- photochemistry
- radicals