Enzyme catalyzed hydroxymethylation of aromatic aldehydes with formaldehyde. Synthesis of hydroxyacetophenones and (S)-benzoins

Demir A., Ayhan P., Igdir A., Duygu A.

TETRAHEDRON, cilt.60, sa.31, ss.6509-6512, 2004 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 60 Sayı: 31
  • Basım Tarihi: 2004
  • Doi Numarası: 10.1016/j.tet.2004.06.015
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.6509-6512
  • Anahtar Kelimeler: hydroxymethylation, hydroxy ketones, carboligation, enzyme catalysis, benzoin, SILYL ENOL ETHERS, ENANTIOSELECTIVE SYNTHESIS, BENZOIN CONDENSATION, ASYMMETRIC-SYNTHESIS, BENZALDEHYDE LYASE, CARBONYL-COMPOUNDS, ORGANIC-SYNTHESIS, HYDROXY KETONES, ALDOL REACTION, CLEAVAGE
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

Benzaldehyde lyase from the Pseudomonas Fluorescens catalyzed reaction of aromatic aldehydes with formaldehyde providing 2-hydroxy-1-arylethan-1-one in high yields via an acyloin linkage. Kinetic resolution of rac-benzoins with formaldehyde providing (S)-benzoins and 2-hydroxy-1-arylethan-1-one via C-C bond cleavage and a bond formation reaction. (C) 2004 Elsevier Ltd. All rights reserved.