404001-70-3Relevant academic research and scientific papers
Metalated epoxides as carbenoids - Further advances in the stereospecific synthesis of spirocyclopropanes
Dechoux, Luc,Agami, Claude,Doris, Eric,Mioskowski, Charles
, p. 4107 - 4110 (2007/10/03)
The intramolecular cyclopropanation of β,γ-unsaturated metalated epoxides derived from 11 yielded the highly strained tricyclic intermediates 7. The facile hydrolysis of the latter species afforded the α-keto spirocyclopropanes 8 in a stereospecific fashion. Indeed, the stereochemistry of the starting alkenes 11d-e governs the relative configuration of the cyclopropanes 8d-e. Furthermore, these spiro systems readily underwent acid-mediated ring opening by various nucleophiles, leading to the substituted enones 12.
Metalated epoxides as carbenoids. Stereospecific synthesis of functionalized spiro cyclopropanes via highly strained tricyclic intermediates
Agami, Claude,Dechoux, Luc,Doris, Eric,Mioskowski, Charles
, p. 4071 - 4074 (2007/10/03)
Intramolecular cyclopropanation reaction of β,γ-unsaturated epoxides yields highly strained tricyclo[4,1,0,01,5]heptane compounds whose hydrolysis affords α-keto spiro cyclopropanes. Both steps of this one-pot reaction are stereospecific.
