Tetrahedron p. 16803 - 16816 (1997)
Update date:2022-08-05
Topics: Cycloadditions Highly functionalized Cyclic Nitrones
Closa, Montserrat
De March, Pedro
Figueredo, Marta
Font, Josep
Soria, Angeles
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.
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