160246-07-1Relevant academic research and scientific papers
SYNTHESIS AND REARRANGEMENT OF DISPIRO-, DISPIRO- AND DISPIROUNDECANES - NEW ENTRIES TO PROPELLANES
Fitjer, Lutz,Kanschik, Andreas,Majewski, Marita
, p. 10867 - 10878 (2007/10/02)
The dispiroketones 4-6 have been synthesized and rearranged by treatment with acids yielding the bicyclic enone 36 under kinetic control and the propellane 37 under thermodynamic control.The corresponding alcohols 10-12 all yield the propellane 41.The rearrangement of -12 to -41 proceeds stereospecifically and points to dispirane 42 as potential precursor of(+/-)modhephene 43.Likewise, dispiranes 44 and 46 are potential precursors of (+/-)-isocomene 45.
