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Treatment of α-methoxycarbonylnitrones with 5 equiv. of allyl alcohols in the presence of 1 equiv. of titanium tetraisopropoxide causes tandem transesterification, E,z-isomerization of the nitrone moieties, and intramolecular cycloaddition to afford bicyclized compounds in one step. To reduce amounts of allyl alcohol, combined use of a catalytic amount of titanium tetraisopropoxide and molecular sieves...
Treatment of α,α-alkoxycarbonylnitrones with 1.5 equiv. of allyl alcohols in the presence of 0.1 equiv. of titanium tetrachloride and molecular sieves 4A causes tandem transesterification, E,Z-isomerization of the nitrone moieties, and intramolecular 1,3-dipolar cycloaddition to furnish bicyclic compound having ester group at the bridge head position. These reactions rarely give double transesterification...
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