1968 Volume 41 Issue 5 Pages 1208-1220
An acid-catalyzed reaction in acetic anhydride was found to isomerize 1,3,4,5-tetra-O-acetyl-2-deoxyl-L-sorbopyranos-2,3-ene (V) to four new unsaturated compounds. When the reaction was allowed to continue for a longer period, they underwent polymerization, but did not afford 2-hydro-xyacetylfuran acetate (XXVIb). The reaction in acetic acid containing water was shown to mainly convert V into XXVIb. This reaction pathway was thought to be different from the above.
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