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Acid-catalyzed rearrangement of [5.n.2]propella-.epsilon.-lactones

✍ Scribed by Kakiuchi, Kiyomi; Tsugaru, Toshinori; Tobe, Yoshito; Odaira, Yoshinobu

Book ID
126325009
Publisher
American Chemical Society
Year
1981
Tongue
English
Weight
663 KB
Volume
46
Category
Article
ISSN
0022-3263

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The Cope rearrangement of 1,5-dienes bearing acyl substituents in the 2-position of the diene system is strongly accelerated by protic and Lewis acids. Table 1. Rearrangement of 2-Acyl-1,5-dienes. Starting Material Acid Mol % Acid Conditionsa Productsb Isolated Yield !A CF3C02H 100 15 min, CH2C12 ,&