- Formal intramolecular (4 + 1)-cycloaddition of dialkoxycarbenes: control of the stereoselectivity and a mechanistic portrait.
Formal intramolecular (4 + 1)-cycloaddition of dialkoxycarbenes: control of the stereoselectivity and a mechanistic portrait.
Journal of the American Chemical Society (2012-03-13)
Francis Beaumier, Marianne Dupuis, Claude Spino, Claude Y Legault
PMID22404454
RESUMEN
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.
MATERIALES
Referencia del producto
Marca
Descripción del producto