172745-75-4Relevant academic research and scientific papers
Synthesis of spiro[5.4]decenones and their transformation into bicyclo[4.4]deca-1,4-dien-3-ones by domino "elimination-double-Wagner- Meerwein-rearrangement" reactions
Bose, Gopal,Ullah, Ehsan,Langer, Peter
, p. 6015 - 6028 (2004)
The [3+3] cyclization of 1,3-bis-silyl enol ethers with 1,1-diacylcyclopentanes allows a convenient synthesis of spiro[5.4]decenones. Treatment of these compounds with trifluoroacetic acid (TFA) afforded a great variety of bicyclo[4.4.0]deca-1,4-dien-3-on
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.
