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Kinetic enolate formation

3 real reactions from the literature, on six-membered cyclic ketones. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.

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  1. Kinetic enolate formation: 2-methylcyclohexanone (a six-membered cyclic ketone) with LDA, DME; − 40-0 °C gives lithium 6-methylcyclohexen-1-olate (the kinetic enolate).

    Kinetic enolate formationOrg. Synth. Coll. Vol. 6, p. 121
  2. Kinetic enolate formation: 2-(1,3-benzodioxol-5-yl)cyclohexan-1-one (a six-membered cyclic ketone) with LDA, -78 C gives the kinetic enolate.

    Kinetic enolate formationJ. Org. Chem. 2005, 70, 6523
  3. Kinetic enolate formation: 2-methylcyclohexanone (a six-membered cyclic ketone) with 1) 1.05 eq KN(SiMe3)2, -78 C; 2) add BEt3 gives the kinetic enolate.

    Kinetic enolate formationTetrahedron Lett. 1983, 24, 1341