Copper catalyzed magnesium-Barbier reaction for γ-selective alkyl-allyl coupling

Erdik E., Kocoglu M.

Tetrahedron Letters, cilt.48, sa.24, ss.4211-4214, 2007 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 48 Sayı: 24
  • Basım Tarihi: 2007
  • Doi Numarası: 10.1016/j.tetlet.2007.04.060
  • Dergi Adı: Tetrahedron Letters
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.4211-4214
  • Anahtar Kelimeler: allylic coupling, magnesium-Barbier coupling, in situ Grignard reagents, Barbier-type reaction, copper catalysis, GRIGNARD-REAGENTS, SUBSTITUTION-REACTION, PHOSPHORAMIDITE, COMPLEXES, CHLORIDES
  • Ankara Üniversitesi Adresli: Evet

Özet

CuCN catalyzed alkyl-allyl coupling under magnesium-Barbier conditions occurs regioselectively and affords predominantly the γ-products in good to high yields. This one-pot CuCN catalyzed reaction utilising Mg, an alkyl halide and an allylic substrate in THF at room temperature provides an easy alternative to the classical CuCN catalyzed γ-allylation of alkyl Grignard reagents. © 2007 Elsevier Ltd. All rights reserved.