Synthesis p. 659 - 666 (1995)
Update date:2022-07-29
Topics:
Enders
Kirchhoff
Mannes
Raabe
Tandem conjugate addition/α-alkylation of lithiated chiral α-amino nitriles 3 and alkyl bromides to 2-cyclohexenone afforded 2-substituted 3-aroylcyclohexanones 5 of high diastereo- and enantiomeric purity (de ≥ 98%, ee ≥ 97 - ≥ 99%) and in good overall yields. The absolute configuration of the new stereogenic centres was determined by X-ray structure analysis of the Michael adduct 4c.
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