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.

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