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Cycloaddition of pyrazolone N,N-dioxides (1) with epoxynaphthalene (2a) gave endo 1,3-dipolar cycloadduct. The origin of the high endo selectivity was explored by MO analysis of the transition structure. Ab initio calculation at several levels indicates that the orientation complex (OC) forms prior to the formation of the transition state (TS). The interaction between the oxygen of 2a and the nitrogen...
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