The reaction of α-and ω-methylenelactams with nitrones. Influence of electronic and geometric factors on the stereoselectivity of their 1, 3-dipolar cycloaddition

S Rigolet, JM Mélot, J Vébrel, A Chiaroni…

Index: Rigolet, Severinne; Melot, Jean Marie; Vebrel, Joel; Chiaroni, Angele; Riche, Claude Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 7 p. 1095 - 1103

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Abstract

Heterocyclic spirocompounds are of synthetic interest in organic chemistry. Indeed, the presence of a spirocarbon atom induces a relative steric strain and allows the possible thermal or acid/base promoted rearrangement of these products, yielding new and often unexpected heterocycles. 1–7 Some spirocompounds and their rearrangement products have recently shown interesting applications in botany and agronomics. 1,2,8 The cycloaddition between ...