92749-30-9Relevant academic research and scientific papers
Une nouvelle voie d'acces aux spirodecanes fonctionnalises
Roumestant, Marie-Louise,Cavallin, Brigitte,Bertrand, Marcel
, p. 309 - 312 (2007/10/02)
A synthetic original approach to functionalizedspirodecanes is reported.Starting from cyclohexanone, the keystep is the formation of the spiranic skeleton by cyclization of functionalized allenic compounds.The β-allenic aldehyde 11 is easily obtained, in two steps, from cyclohexanone via vinylpropargylic ether 10 formation and Claisen rearrangement.Attempted preparation of the γ-allenic aldehyde 3 proved unsuccessful.But the enol ether 12 may be converted by different reactions into spiranic compounds, among which alcohol 4 and ketone 18.The formation of these products can be rationalized by cyclization of the γ-allenic aldehyde 3.
