Synthesised from 3-methyl-butan-2-one (7).6
Generation of silyl enol ether from (9)
A variety of experimental conditions have been investigated for the generation
of silyl enol ethers from pyrrolidinone (9).
Experimental Conditions Result
KH, TMSCl, -78 °C, THF starting material
KH, TESCl, -78 °C, THF silyl enol ether and starting pyrrolidinone
LDA, TESCl, -78 °C, THF starting material
KH, TBDMSCl, 0 °C, THF silyl enol ether
The TBDMS silyl enol ether is stable relative to the TES silyl enol ether.