Stereochemical assignments of aldol products of 2-arylimino-3-aryl-thiazolidine-4-ones by 1H NMR


Erol Ş., Dogan I.

MAGNETIC RESONANCE IN CHEMISTRY, cilt.50, sa.5, ss.402-405, 2012 (SCI-Expanded, Scopus)

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 50 Sayı: 5
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1002/mrc.3813
  • Dergi Adı: MAGNETIC RESONANCE IN CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.402-405
  • Anahtar Kelimeler: NMR, 1H, 3JH, H coupling constants, stereochemical assignments, aldol reaction, axial chirality, intramolecular hydrogen bonding, DERIVATIVES, POTENT
  • İstanbul Üniversitesi-Cerrahpaşa Adresli: Hayır

Özet

The aldol reactions of 2-arylimino-3-aryl-thiazolidine-4-ones with benzaldehyde carried out at -78 degrees C were found to produce sec-carbinols. Intramolecular hydrogen bonding within the aldol products forming a six-membered ring enabled the assignment of stereochemistries of the major and minor diastereomers via analysis of the syn and anti 3JH,H 1H NMR coupling constants. Copyright (c) 2012 John Wiley & Sons, Ltd.