89921-75-5Relevant academic research and scientific papers
Synthesis and Valence Tautomerism of 4(8)-Monosubstituted Homotropilidenes
Maas, Gerhard,Kettenring, Juergen K.
, p. 627 - 644 (2007/10/02)
A synthesis of 4(8)-monosubstituted homotropilidenes (bicycloocta-2,5-dienes) is described, which starts from the Diels-Alder adducts 10b - e of 7-monosubstituted cycloheptatrienes and diazomethane.The same synthetic goal is reached by starting from the Diels-Alder adduct 10a of cycloheptatriene itself and diazoethane, though with the opposite substituent position on the homotropilidene framework.Along this route, endo-8-methyl-, endo-8-isopropyl-, endo-8-phenyl- and exo-8-methylhomotropilidene have been made which display a more or less pronounced valence tautomerism.
