Abstract
AbstractRuHCl(CO)(PPh3)3‐catalyzed cross‐coupling of alkenyl ketones with aldehydes has been extended to the synthesis of 1,3‐diaryl 1,3‐diketones. The reaction has been successfully applied to the synthesis of PPT (propyl pyrazole triol), a selective estrogen receptor modulator compound. A study of the stoichiometric reaction of phenyl vinyl ketone with RuHCl(CO)(PPh3)3 has revealed that the β‐ruthenium ketone PhCOCH2CH2RuCl(CO)(PPh3)2, a five‐membered ruthenacycle is formed with liberation of one molecule of PPh3. The observed catalytic activity of this ruthenacycle in the presence of PPh3 suggests that it serves as a resting state, in equilibrium with an oxa‐π‐allyl ruthenium species, which is the key coupling partner with aldehyde substrates.magnified image
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