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Acid catalyzed cope rearrangements of 2-acyl-1,5-dienes

✍ Scribed by William G. Dauben; André Chollet

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
227 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 ,&(IOO) 74 & CF3C02H 10 55 h, CH2C12 &(75) 83 *(25) & ___ 0 68 h, CH2C12 &(<I01 100 &('90) & BF3.Et20 100 10 min, Et20 a(851 73 ,&(15)

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