The carbanion (3), generated using the chiral lithium amide base (1), undergoes enantioselective addition to acetaldehyde and acetone with a high degree of asymmetric induction at the nucleophilic centre; the reaction with acetaldehyde is exploited in an enantioselective synthesis of (+)-citrin (10).
A. C. Regan and J. Staunton, J. Chem. Soc., Chem. Commun., 1987, 520 DOI: 10.1039/C39870000520
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