Iron(III) trifluoroacetate [Fe(O2CCF3)(3)] catalyzed epoxide opening with amines

Erturk E., DEMİR A. G.

ARKIVOC, ss.160-171, 2008 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Basım Tarihi: 2008
  • Dergi Adı: ARKIVOC
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.160-171
  • Anahtar Kelimeler: epoxide, epoxide opening, amino alcohol, iron, solvent-free, green chemistry, HYDROLYTIC KINETIC RESOLUTION, AROMATIC-AMINES, EFFICIENT METHOD, MESO-EPOXIDES, ASYMMETRIC AMINOLYSIS, ALCOHOLS, MILD, CLEAVAGE, TRIFLATE, ANILINES
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

Non-hygroscopic, non-toxic, and readily available iron(III) trifluoroacetate [Fe(O2CCF3)(3)] was found to be a highly regioselective catalyst for the ring opening of a wide variety of epoxides with diverse amines under solvent-free conditions. The stereospecific ring opening of (R)-styrene oxide (4) with p-anisidine (2b) in the presence of 1 mol% of Fe(O2CCF3)(3) gave 2-(p-methoxyphenyl-amino)-2-phenylethanol (5b) in enantiopure form (> 99 % ee) within 60 minutes.