Catalytic Intermolecular Aldehyde-Ketone Coupling via Acyl Phosphonates

DEMİR A. G., Esiringue I., Gollu M., Reis O.

JOURNAL OF ORGANIC CHEMISTRY, cilt.74, sa.5, ss.2197-2199, 2009 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 74 Sayı: 5
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1021/jo8026627
  • Dergi Adı: JOURNAL OF ORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2197-2199
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

The first catalytic intermolecular aldehyde-ketone coupling via acyl phosphonate is reported. Acyl phosphonates are potent acyl anion precursors, which generate acyl anion equivalents under the influence of cyanide anion via phosphonate-phosphate rearrangement. These anions readily react with activated ketones to form acyloin type coupling in 41-95% yields.