Faculté des sciences

The Stereochemistry of the 1,4-Elimination of Thiocyanic Acid from Hex-3-ene-2,5-diyl Dithiocyanates

Schoepfer, Joseph ; Eichenberger, Eugen ; Neier, Reinhard

In: Journal of the Chemical Society, Chemical Communications, 1993, vol. 3, p. 246-248

The elimination of thiocyanic acid from the stereoisomers of the hex-3-ene-2,5-diyl dithiocyanates, 4a, 4b, 6a and 6b, in the presence of a strong neutral base in an organic solvent, yields mixtures of the hex-2,4-dien-2-yl thiocyanates 9, 10 and 11via a preferentially syn process. More

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    Summary
    The elimination of thiocyanic acid from the stereoisomers of the hex-3-ene-2,5-diyl dithiocyanates, 4a, 4b, 6a and 6b, in the presence of a strong neutral base in an organic solvent, yields mixtures of the hex-2,4-dien-2-yl thiocyanates 9, 10 and 11via a preferentially syn process.