Functionalization of α-Methylene Ketones


  • Dedicated to Professor Rolf Sammett on the occasion of his 60th birthday


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β-Substituted acrylonitriles (4) and (5) are formed in a novel reaction from the oxathiazine derivatives (3) via ring opening and elimination of SO3. The reactants (3) are in turn accessible in several steps from the ketones (1) having an α-CH2 group. Step (2)(3) is also new.