42070-73-5Relevant academic research and scientific papers
Chiroptical Studies of Bicyclic α-Diketones
Polonski, Tadeusz,Dauter, Zbigniew
, p. 1781 - 1788 (2007/10/02)
On the basis of crystallographic analysis it was established that the α-diketone chromophore in bicycloheptane-2,3-diones is planar.C. d. studies of some bicyclic compounds show that the c. d. sign for long-wavelength transition is governed by the octant rule with signs opposite to that known for ketones.The vicinal effect of substituents with the same location in space strongly influences the magnitude of the Cotton effect, but not its sign.
Die Hydrolyse von 6exo-substituierten 2exo- und 2endo-Norbornylestern der p-Toluolsulfonsaeure
Fischer, Walter,Grob, Cyril A.,Sprecher, Georg von,Waldner, Adrian
, p. 928 - 937 (2007/10/02)
Hydrolysis of the 6exo-substituted 2exo- and 2endo-norbornyl p-toluenesulfonates 1b-l and 2b-l, respectively, in 70percent dioxane led to different amounts of the following products: Unrearranged 2exo-norbornanols 3 and norbornenes 5, accompained in somes cases by small amounts of the rearranged Rendo-epimers 4 and 6 and by nortricyclenes 7.When the 6exo-substituent was a nucleophile group as in 1e-l and 2e-l, various amounts of tricyclic products were also formed by endo-cyclozation.These results show that the 2exo- and 2endo-esters 1 and 2, respectively, react by way of different intermediates.In cases where the 6exo-substituent was an n-electron donor, as in 1m-r and 2m-r, quantitative fragmentation to (3-cyclopentenyl)acetaldehyde (13) occurred.
