The degenerate cope rearrangement of tricyclo[3.3.1.04,6] nona-2,7-diene-9-one

✍ Scribed by Joseph B. Lambert

• Publisher: Elsevier Science
• Year: 1963
• Tongue: French
• Weight: 248 KB
• Volume: 4
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)90938-4

✦ Synopsis

The discovery' that bicycle [ 5.1.01 o&a-2, S-diene (3,4-hometropilidene, I) undergoes a rapidly reverisible, degenerate Cope roarrangement has stimulated considerable theoretical interest. The generality of such behavior hae recently been put to test by the Syntheal11 of trtcyclo [ 3.3.2. 04' 6] deca-2,7, Q-triene (bullvalene, II)' a& of tricycle [3.3.1.04"] nona-2,7-diene-Q-one (barbmralone, III).' All thrH *Contribution No. 3019 'W. van E. Doerlng and W. R. Roth, Tetrahedron, l.9, 715 (lQ6S).

'G. &hroeder, hew. Chem., in prees.