Cycloadditions of highly functionalized C6-synthons to cyclic nitrones

Article abstract of DOI:10.1016/S0040-4020(97)10083-7

The 1,3-dipolar cycloaddition of cyclic nitrones to several C₆ α,β- unsaturated esters and lactones with different functionalities has been studied. All these olefins have shown high stereoselectivity, with a predominance of the exo or endo transition state for the cis or trans dipolarophiles, respectively. The antifacial approach is favoured in the reactions with γ-substituted hexenolides and also with the substituted nitrone 21.