1215117-75-1Relevant academic research and scientific papers
Alternative synthesis of 2-hydroxy-3,5,5-trimethylcyclopent-2-en-1-one
Chapuis, Christian,Saint-Leger, Christine
, p. 111 - 117 (2010)
The 2-hydroxy-3,5,5-trimethylcyclopent-2-en-1-one (1) was synthesized in 42% yield by rearrangement of epoxy ketone 10 on treatment with BF3 ? Et2O under anhydrous conditions. Intermediate 10 was available from the known enone 8, either via direct epoxidation (60% H2O 2 , NaOH, MeOH; yield 50%), or via reduction to the corresponding allylic alcohol 14 (LiAlH4, THF), followed by epoxidation ([VO(acac)2], tBuOOH) and reoxidation under Swern conditions, in 37% total yield.
