SCHEDULED MAINTENANCE
The methylation of open-chain enolates having an adjacent silyl group is highly diastereoselective in favour of the isomer (2) having the silyl and methyl groups trans on the carbon chain; protonation of the corresponding enolate, already carrying the methyl group, gives the other diastereoisomer (3), but with somewhat lower diastereoselectivity.
W. Bernhard, I. Fleming and D. Waterson, J. Chem. Soc., Chem. Commun., 1984, 28 DOI: 10.1039/C39840000028
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