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Sulfuric acid-acetic anhydride promoted rearrangement of α,β-unsaturated ketones

✍ Scribed by Ajoy K. Banerjee; María C. Carrasco; Carmen A. Pen̄a M

Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
234 KB
Volume
46
Category
Article
ISSN
0040-4020

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✦ Synopsis

The a,B-unsaturated ketones (l), (3), and (4) on treatment with sulfuric acid in acetic anhydride underwent molecular transformations yielding the products (5), (7) and (8), respectively.

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The rearrangement of R,y-unsaturated ketones in acid has considerable potential for the synthesis of unusual bi-and tricyclic ring systems. In most examples described thus far, however, the double bond is present in the relatively strained cyclobutene ring.' We describe here a synthetically useful r