Umpolung strategy: Advances in catalytic C-C bond formations

EYMUR S., GÖLLÜ M., TANYELİ C.

TURKISH JOURNAL OF CHEMISTRY, cilt.37, sa.4, ss.586-609, 2013 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 37 Sayı: 4
  • Basım Tarihi: 2013
  • Doi Numarası: 10.3906/kim-1303-85
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.586-609
  • Anahtar Kelimeler: Umpolung, thiamine pyrophosphate (TPP), N -heterocyclic carbene, asymmetric synthesis, INTERMOLECULAR STETTER REACTION, ACYL ANION EQUIVALENTS, ASYMMETRIC BENZOIN CONDENSATION, HETEROCYCLIC CARBENE CATALYSIS, CYANIDE ION, BENZOYLFORMATE DECARBOXYLASE, AROMATIC-ALDEHYDES, ENANTIOSELECTIVE SYNTHESIS, ACYLZIRCONOCENE CHLORIDE, NUCLEOPHILIC ACYLATION
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

This mini-review examines the recent advances in umpolung strategy, devised originally by Corey and Seebach. Although numerous stoichiometric variants have been published to date, this article covers just the catalytic C-C bond forming reactions due to their major benefits such as atom economy, less pollution, and workable simplicity. In the context of umpolung, the studies are evaluated under 3 main titles: enzyme, N -heterocyclic carbene, and cyanide ion catalyzed reactions. In particular, enzyme and NHC catalyzed reactions mainly involve asymmetric applications.