210561-00-5Relevant academic research and scientific papers
Formation of Some Oxygen-Containing Heterocycles by Radical Cyclization: The Stereochemical Influence of Anomeric Effects
Beckwith, Athelstan L. J.,Page, Dennis M.
, p. 5144 - 5153 (2007/10/03)
The influence of the anomeric effect on radical cyclization has been examined by determining the stereochemical outcome of the ring closure of 10 suitably substituted radicals. The stereochemistry of the products formed from the acyclic precursors 4a-f indicates that for suitably constituted radicals anomeric interactions stabilize pseudoaxially substituted transition structures 14 thus affording products with stereochemistry the reverse of that normally observed.
