Thermodynamic enolate 2026-10-20
An enolate favoured after equilibration under the stated conditions. It is often more substituted, but aggregation, solvent and counterion can change the preference.
Thien Nhan Lu Created 2026-10-20 Updated 2026-11-05
Enolate alkylation forms a carbon–carbon bond by attack of an enolate carbon on an alkyl electrophile, commonly through an SN2 reaction. Solvent, counterion, aggregation and electrophile identity affect competition with oxygen alkylation.
Trimethylsilyl chloride Created 2026-10-20 Updated 2026-11-05
Trimethylsilyl chloride is . Reaction of an oxygen nucleophile at silicon can replace chloride and form a trimethylsilyl ether.
Trapping an enolate on oxygen forms a silyl enol ether. This preserves an enol-derived carbon-carbon double bond while changing the species' charge and handling properties.
Vinylogous aldol reaction 2026-10-20
Vinylogous enolate 2026-10-20
Zimmerman–Traxler transition state 2026-10-20
A six-membered chair-like organization of a metal enolate and carbonyl compound used to rationalize aldol stereoselectivity.