Benzaldehyde Lyase-Catalyzed Direct Amidation of Aldehydes with Nitroso Compounds

Ayhan P., DEMİR A. G.

ADVANCED SYNTHESIS & CATALYSIS, cilt.353, sa.4, ss.624-629, 2011 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 353 Sayı: 4
  • Basım Tarihi: 2011
  • Doi Numarası: 10.1002/adsc.201000735
  • Dergi Adı: ADVANCED SYNTHESIS & CATALYSIS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.624-629
  • Anahtar Kelimeler: amidation reaction, enzyme catalysis, hydroxamic acids, thiamine diphosphate-dependent enzyme, ALPHA-KETOGLUTARATE DEHYDROGENASE, HYDROXAMIC ACID PRODUCTION, N-ARYLHYDROXAMIC ACIDS, AROMATIC-COMPOUNDS, ARYL, REDUCTION, OXIDATION
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with nitroso compounds and furnishes N-arylhydroxamic acids in high yields. Aromatic aldehydes and benzoins are converted into enamine-carbanion-like intermediates prior to their reaction with nitroso compounds. The kinetic resolution of rac-2-hydroxy-1,2-diphenylethanones furnished (S)-benzoins and arylhydroxamic acids with high enantioselectivities and conversions.