Synthesis of an intermediate for Crixivan by the Ritter reaction

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The epoxide is protonated and the epoxide then opens to yield a stabilised cation. The acetonitrile attacks the cation (Ritter) and then a 5-membered ring is formed due to the hydroxyl group attacking the triple bond intramolecularly.

P. J. Reider, Chimia (Aarau)., 1997, 51, 306–308.