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Retro-aldol reactions of β-hydroxy ketones take place under rhodium catalysis, leading to regioselective formation of the corresponding rhodium enolates. The enolates react with aldehydes in situ to afford the corresponding aldol adducts in high yields.
Treatment of cyclopropyl ketones with TiCl 4 -n-Bu 4 NI mixed reagent provides (Z)-titanium enolates which afford syn-α-iodethyl-β-hydroxyketones stereoselectively upon subsequent reaction with various aldehydes. The aldol adducts are cyclized into trans-acyltetrahydrofurans in good yield by active alumina. In contrast, the use of Et 2 AlI in place of TiCl 4 -n-Bu ...
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