473438-91-4Relevant academic research and scientific papers
3-Trimethylsilylbicyclo[3.2.1]oct-2-ene in the synthesis of functionalized bicyclo[3.2.1]octane systems
Patil, Govindagouda S.,Nagendrappa, Gopalpur
, p. 1019 - 1024 (2007/10/03)
3-Trimethylsilylbicyclo[3.2.1]oct-2-ene 5 is shown to be useful in the synthesis of functionalized bicyclo[3.2.1]octanes. It undergoes acylation to give 3-bicyclo[3.2.1]oct-2-enyl ketones 6-10 without undergoing skeletal rearrangement, in contrast to the acylation of 2-trimethylsilylbicyclo[2.2.1]hept-2-ene 23. It can be epoxidized and the epoxysilane 21 hydrolyzes to the silyldiol 22 in normal way as against the resistance of 2-trimethylsilylbicyclo[2.2.1]hept-2-ene epoxide 24 towards hydrolysis.
