Mn(III)-based C-C bond formation: regioselective alpha '-allylation of various alpha,beta-unsaturated, alpha and beta-alkoxy alpha,beta-unsaturated ketones

Tanyeli C. , Ozdemirhan D.

TETRAHEDRON, cilt.61, sa.34, ss.8212-8217, 2005 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 61 Konu: 34
  • Basım Tarihi: 2005
  • Doi Numarası: 10.1016/j.tet.2005.06.031
  • Dergi Adı: TETRAHEDRON
  • Sayfa Sayıları: ss.8212-8217


The Manganese(III) -based regioselective alpha'-keto radical generation of unsaturated ketones is a versatile synthetic procedure with broad applicability. The generated alpha'-keto radical slowly creates a metal enolate in a solvent at reflux. The resultant metal enolate affords the corresponding alpha'-allylated alpha,beta-unsaturated ketones in good yields. This method is the first example of the metal mediated regioselective alpha'-allylation of alpha,beta-unsaturated ketones. The ketones that have alpha or beta-alkoxy groups also work efficiently. (c) 2005 Elsevier Ltd. All rights reserved.