Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Acid-Catalyzed Isomerization of 1,3,4,5-Tetra-O-acetyl-2-deoxy-L-sorbopyranos-2,3-ene
Mitsuru KatsuharaShigeru WakaharaKanji Tokuyama
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1968 Volume 41 Issue 5 Pages 1208-1220

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Abstract

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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