The efficient transmetalation from boron to rhodium is exploited in a new synthesis of aryl and alkenyl ketones.

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The rhodium catalysed addition of potassium trifluoro(organo)borates to dimethyl itaconate generates an intermediate complex which on protonation provides enantioenriched succinic esters.

Carboxylic acid esters Q 0530Rhodium Catalyzed Tandem Conjugate Addition-Protonation: An Enantioselective Synthesis of 2-Substituted Succinic Esters. -Addition of potassium trifluoro(organo)borate salts (II) to dimethyl itaconate (I) leads to formation of an intermediate complex which on protonation furnishes enantioenriched succinic esters (III). Additional chiral ligand is essential to achieve good asymmetric induction as well as high temperature for enantioselectivity. Noteworthy, addition of alkenes, e.g. (IIa), yields products which are not accessible by approaches involving enantioselective hydrogenation. -(MOSS, R. J.; WADSWORTH, K. J.; CHAPMAN, C. J.; FROST*, C. G.; Chem.

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