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Mercuric chloride and iodide mediated cyclization of tethered alkynedithioacetals as a general route to five- and six-membered rings: tuning of regioselectivity by alkyne substitution. | LitMetric
[reaction: see text] Mercuric chloride mediated cyclization of tethered alkynedithioacetals has been established as a general route to five- and six-membered carbocycles and heterocycles. Substitution at the alkyne terminus leads to preferential formation of five-membered rings, whereas unsubstituted alkynedithioacetals give six-membered rings as the major products. Mercuric iodide interrupts the reaction at the intermediate dithioacetal stage.
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