Intramolecular 4+3 cycloadditions. Vinylthionium ions from allylic alcohols
作者： Michael Harmata , Darin E. Jones
DOI: 10.1016/0040-4039(95)02391-7
关键词: Allylic rearrangement 、 Aldehyde 、 Intramolecular force 、 Furan 、 Yield (chemistry) 、 Medicinal chemistry 、 Alkylation 、 Ring (chemistry) 、 Chemistry 、 Thiophene
摘要: Abstract Aldehyde 9 can be prepared from ethyl pyruvate in several steps. Treatment of 1 with various diene-containing Grignard reagents results the formation corresponding allylic alcohol good yield. Exposure these alcohols to triflic anhydride 4+3 cycloadducts excellent yields. Furan and simple butadiene trap intermediate cation efficiently 5,7-fused ring systems. A tethered thiophene undergoes only intramolecular Friedal-Crafts alkylation.
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