Caveat in alkylative fragmentation of aldehyde tosylhydrazones of cyclic ethers

Article abstract of DOI:10.1016/S0040-4039(98)01359-8

Tosylhydrazones of aldehydes at the α-position of cyclic ethers when exposed to carbon nucleophiles produce either ring opened alkylated olefinic alcohols and/or cyclic alkylated vinyl ethers, the ratio of which is dependent on nature of hydrazone and nucleophile used.