115142-46-6Relevant academic research and scientific papers
Intramolecular Cyclization of Allyl- and Propargylsilanes. The Regio- and Stereochemical Outcome of the Cyclization
Schinzer, Dieter,Dettmer, Gerlinde,Ruppelt, Martin,Solyom, Sandor,Steffen, Juergen
, p. 3823 - 3828 (2007/10/02)
The syntheses of allyl- and propargylsilanes and their additions to enones and dienones are described.Propargylsilanes of type 1 undergo cyclization to spirodecanes with EtAlCl2 or TiCl4 as the Lewis acid catalyst.Propargylsilanes of type 2 cyclize upon treatment with EtAlCl2 to fused nonanes.Allylsilanes of type 15 undergo regioselective 1,6-additions to dienones to form bicycloundecenones 21, and propargylsilanes of type 14 cyclize regioselectively in 1,4 fashion (bicyclononanones).Allylsilane 16 forms either a bicyclododecenone (with TiCl4) or a 1:1 mixture of the latter compound and a bicyclodecanone (with EtAlCl2).
