A highly efficient Lewis acid-catalyzed ring-opening nucleophilic substitution of cyclopropyl allylic alcohols has been developed. The use of pyrazoles as nucleophiles, under catalysis with Yb(OTf)3, a series of (E)-δ-vinyl-homoallylic pyrazoles were obtained in moderate to good yields. When the use of water or alcohols as nucleophiles, under the catalyst of Ga(OTf)3, the desired (E)-δ-Vinyl-homoallylic alcohols/ethers were achieved. The cyclopropyl allylic alcohols have been successfully employed for the first time in ring-opening nucleophilic substitution reactions. This method features mild condition, good functional group tolerance.

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