On the regioselectivity in nitrone cycloadditions to γ-oxo α,β-unsaturated esters

作者: Ramón Alibés , Félix Busqué , Pedro de March , Marta Figueredo , Josep Font

DOI: 10.1016/S0040-4020(98)00628-0

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摘要: Abstract The 1,3-dipolar cycloadditions of the cyclic nitrones 1 and 2 to several γ-oxo α,β-unsaturated esters, 5–10 , are reported. A strong predominance regioisomers with oxygen atom dipole attached β-ester position is observed. This high regioselectivity attributed steric factors. reduction carbonyl group some major cycloadducts a good yielding procedure for preparation hydroxylic derivatives that not formed or obtained only as minor stereoisomers in same corresponding γ-hydroxy esters.

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