2980-70-3Relevant articles and documents
Concerning Attempts To Synthesize out-Bicyclotetradec-1-ene Derivatives
Hamon, David P. G.,Krippner, Guy Y.
, p. 7109 - 7114 (1992)
The keto aldehydes 4-butanal (17), (E)-4-(6-oxocyclodec-1-enyl)butanal (24), and 4-(6-oxocyclodecylidene)butanal (7) have been synthesized.No bicyclotetradecadienes were found in the products from the zero-valent titanium reductive cyclization of compound 24.Instead, products arising from transannular reactions of the cyclodecyl ring system were isolated. 1,6-Divinylbicyclodecane (32) was obtained from the reductive cyclization of keto enal 7.The most plausible route for its formation is through a Cope rearrangement of a bicyclotetradecene derivative, suggesting that an out-bicyclotetradecenylbistitanium pinacolate 8 intervened.
