Popis: |
The reaction of 2,3-di- O -acetyl-1,4,5,6-tetra- O -(methylsulfonyl)- myo -inositol with potassium cyanide in 2-methoxyethanol gave as the final product, through a series of rearrangements and eliminations, 4-cyano-1- O -(methylsulfonyl)-1,2-benzene-diol, whose structure was ascertained by n.m.r. and mass spectrometry. The intermediate displacement of a mesyloxy group through intramolecular attack of an oxide anion, favored by an electrostatic-field effect of the cyano group, is postulated to explain this reaction. |