Abstract
Selected conformational constraints, achieved by the incorporation of ortho-substituents in 2-substituted 1-allyloxybenzenes, where the substituent is a 1,3-dipole or its tautomeric precursor, as in oximes, can be employed to accelerate the 1,3-dipolar cycloaddition process. Some evidence that hydrazones preferentially react with the alkene group by prior oxidation to the corresponding nitrilimine species is presented.
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More From: Journal of the Chemical Society, Perkin Transactions 1
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