Intramolecular Diels-Alder Reaction of Furans with Allenyl Ethers Followed by Phenylthio and Trialkylsilyl Groups Rearrangement |
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Authors: | Chi-Te Chuang Chia-Hui Yen Hsien-Jen Wu |
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Abstract: | 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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Keywords: | Intramolecular Diels-Alder reaction Furans Allenyl ethers Phenylthio group rearrangement Trialkylsilyl group rearrangement |
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