
Journal of the Chinese Chemical Society p. 789 - 797 (1998)
Update date:2022-08-05
Topics:
Chuang, Chi-Te
Yen, Chia-Hui
Wu, Hsien-Jen
A new reaction involving an intramolecular Diels-Alder reaction of a furan diene with an allenyl ether dienophile followed by phenylthio group rearrangement was discovered. Treatment of the propargyl ethers 2a-c with t-BuOK in t-BuOH at 85°C gave the phenylthio group rearrangement products 5a-c and 6a-c. A reaction involving an intramolecular Diels-Alder reaction of a furan diene with an allenyl ether dienophile followed by trialkylsilyl group rearrangement is also demonstrated.
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