ALDOL-TYPE REACTION OF ALPHA-HALO KETONES WITH ALPHA-KETOCARBOXYLATESMEDIATED BY SML(2) OR SML(3) - FACILE SYNTHESIS OF ALPHA-HYDROXY-GAMMA-KETOCARBOXYLATES
T. Arime et al., ALDOL-TYPE REACTION OF ALPHA-HALO KETONES WITH ALPHA-KETOCARBOXYLATESMEDIATED BY SML(2) OR SML(3) - FACILE SYNTHESIS OF ALPHA-HYDROXY-GAMMA-KETOCARBOXYLATES, Synthetic communications, 24(22), 1994, pp. 3315-3319
The title reaction smoothly proceeds at room temperature to give alpha
-hydroxy-gamma-keto esters 3 in good yields, probably via a mechanism
involving samarium enolates formed in situ from alpha-halo ketones.