Reductive coupling of α,β-enones promoted by Mg and Mg - MgBr2

✍ Scribed by Jean-Marc Pons; Maurice Santelli

• Publisher: Elsevier Science
• Year: 1988
• Tongue: French
• Weight: 229 KB
• Volume: 29
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)82152-8

✦ Synopsis

m : C&B-Enones able to have a s-& conformation can be reduced by Mg (turnings 99.8 96) or more efficiently by Mg (99.8 %j-MgBr3, 10 Et30 in dimers (resulting from the formation of a bond between the C P carbon atoms) and dihydroketones. The reduction by Mg (or Mg-MgI3 mixtures, the Combarg-Bachmann reaction (1)) of saturated and aromatic ketones is known to afford pinacols (2). But, to the best of our knowledge, no investigation of the enones has been carried out (3). Reduction of conjugated enones by electrochemical (4) or chemical (5) means leads to the corresponding saturated ketones (dihydroketones) and dimerization products of three types : pinacol A, c-diketone B and 'Y-ketol C.