The Attempted Generation of 3,4-Didehydrofuran

摘要

4-Trimethylsilyl-3-(2H_-furanone (4) was converted to 4-trimethylsilyl-3-furyl triflate (5). An attempted generation of 3,4-didehydroguran (3a) from 5 was unfruitful. On the other hand, 3,4-bis (trimethyl-silyl )furan (6) was also converted to 4-trimethylsilyl-3-furylphenyliodonium triflate (7c) and its fluoridepromoted elimination pathway might involve a biradical intermediate 3b.