72157-59-6Relevant academic research and scientific papers
Diastereo- and regioselective synthesis of diquinanes and related systems from tricyclo[3.3.0.02,4]octanes by chemical electron transfer (CET)
Adam,Heidenfelder,Sahin
, p. 1163 - 1170 (2007/10/02)
A new synthetic methodology for diquinanes by one-electron oxidation of tricyclo[3.3.0.02,4]octanes and subsequent stereocontrolled rearrangement is provided. The latter compounds are conveniently accessible through acid-catalyzed isopyrazole cycloaddition, followed by hydrogenation and photoextrusion of molecular nitrogen. The oxidative rearrangement of the tricyclooctanes proceeds catalytically and cleanly to afford regio- and diastereoselectively the corresponding diquinanes.
