1008474-99-4Relevant academic research and scientific papers
Synthesis of novel 2H,5H-dihydrofuran-3-yl ketones via ISNC reactions
Grandbois, Matthew L.,Betsch, Kelsie J.,Buchanan, William D.,Duffy-Matzner, Jetty L.
supporting information; experimental part, p. 6446 - 6449 (2011/02/23)
Unique 1-[2H,5H-dihydrofur-3-yl]ketones have been synthesized from propargylic nitroethers via intramolecular cycloadditions involving silyl nitronates. Various substituent groups were placed on the 2 and 5 positions of the dihydrofuran rings. We examined the scope of the long-range coupling in proton NMR of the oxo-dihydrofuran products. The identities of the diastereomers resulting from the Michael addition/cycloaddition reactions were tentatively assigned for the first time. CAChe MNDO PM5 and CONFLEX programs were engaged to assist with the identification of these stereoisomers. The reaction times and conditions for these oxo-dihydrofurans were found to be different than that of the published dihydrofuranals, which led us to propose a different mechanism.
A Bronsted acid mediated cascade enone synthesis from aldehydes containing a tethered propargylsilane
Ramalho, Rui,Jervis, Peter J.,Kariuki, Benson M.,Humphries, Alexander C.,Cox, Liam R.
, p. 1631 - 1634 (2008/09/17)
(Chemical Equation Presented) MeSO3H effects the intramolecular allenylation of a series of aldehydes 1 to provide allenyl alcohol product 3 as a single diastereoisomer. Cyclization proceeds rapidly at -78°C. However, when the reaction is perfo
