Formal intramolecular (4 + 1)-cycloaddition of dialkoxycarbenes: Control of the stereoselectivity and a mechanistic portrait
The stereoselective synthesis of 5-5, 6-5, and 7-5 fused O-heterocyclic compounds is reported. The key reaction is a formal intramolecular (4 + 1)-cycloaddition involving a dialkoxycarbene and an electron-deficient diene where the stereoselectivity is dependent on the length of the tether. An analysis of the stereochemical outcome of this reaction sheds light on its complex mechanistic picture. High-level calculations were used to support the proposed mechanistic portrait.
Beaumier, Francis,Dupuis, Marianne,Spino, Claude,Legault, Claude Y.
p. 5938 - 5953
(2012/05/07)
Synthesis and thermolysis rate constants of diastereomeric oxadiazoline sources of acetoxy(methoxy)carbene - Reaction of acetoxy(methoxy)carbene with isocyanates
Oxidation of the methoxycarbonylhydrazone of p-methoxyacetophenone affords both the cis- and trans-2-acetoxy-2-methoxy-5-(p-methoxyphenyl)-5-methyl- Δ3-1,3,4-oxadiazolines (also known as corresponding 2,5-dihydro-1,3,4-oxadiazoles) as well as m
Sokol, Wojciech,Warkentin, John
p. 927 - 933
(2007/10/03)
More Articles about upstream products of 857270-96-3