Selectivity in cycloadditions—XI
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Add time:07/27/2019 Source:sciencedirect.com
E and Z methyl styryl sulfides undergo highly regioselective cycloadditions with benzo and mesitonitrile oxide. The regioselectivity is lower with sulfoxides and is reversed in the case of sulfones. The directing effect of the thio moieties has been clarified in the framework of the frontier model of cycloaddition reactions. The lower effect of the thio substituents in the cycloadditions of cyclic dipolarophiles depends upon the nodal properties of their FOs.
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