
Synthesis p. 1163 - 1170 (1995)
Update date:2022-09-26
Topics:
Adam
Heidenfelder
Sahin
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.
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Doi:10.1055/s-1995-4126
(1995)Doi:10.1007/BF00811024
(1995)Doi:10.1021/jo951474x
(1996)Doi:10.1021/jo01275a016
(1968)Doi:10.1007/BF01169071
(1995)Doi:10.1021/om100520u
(2010)