500187-77-9Relevant academic research and scientific papers
Zirconocene-mediated route to enantiopure 9-oxabicyclononanes functionalized on both carbon bridges
Paquette, Leo A.,Kim, In Ho,Cuniere, Nicolas
, p. 221 - 223 (2007/10/03)
(Matrix presented) A zirconocene-mediated ring contraction of 4-vinylfuranosides generated either from D-arabinose or D-glucose is followed by sequential oxidation to the ketone and alkynyl Grignard addition. The resulting cis-cyclobutanediols are subjected in turn to thermal rearrangement and intramolecular oxymercuration-demercuration. The regiochemistry of the final ring closure is controlled by the nature of R.
