Lewis Acid Mediated Reactions of Allyl Chalcogenides with Ethyl Glyoxylate

Allyl mesityl sulfide reacted with ethyl glyoxylate in the presence of tin(IV) chloride to give a tetrahydrofuran derivative. The presence of a bulky substituent on the sulfur atom was crucial to the present reaction. The reaction of allyl mesityl selenide also gave a cycloaddition product, whereas allylation occurred when allyl mesityl telluride was used.

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