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Original Articles

Synthesis of Push-Pull Butadienes on the Basis of Hexose Derivatives

Pages 141-150 | Published online: 27 Feb 2008
 

ABSTRACT

3-O-Protected 6-deoxy-1,2-O-isopropylidene-α-D-xylo-hexofuranos-5-uloses 2, 4, and 10 reacted with malononitrile to furnish the Knoevenagel compounds 5, 6, and 11. Treatment of 5 and 6 with carbon disulphide and methyl iodide in the presence of sodium hydride afforded the sugar push-pull butadienes 7 and 8.

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