ASYMMETRIC SYNTHESIS OF SOME CHIRAL ARYL AND HETERO ARYL-SUBSTITUTED beta-, gamma-, delta-HYDROXY ESTERS

Hasdemir B.

SYNTHETIC COMMUNICATIONS, cilt.45, sa.9, ss.1082-1088, 2015 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 45 Sayı: 9
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1080/00397911.2014.1003353
  • Dergi Adı: SYNTHETIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1082-1088
  • İstanbul Üniversitesi Adresli: Evet

Özet

Sixteen chiral -, -, and -hydroxy esters with aryl, substituted aryl, and heteroaryl groups 2a-2s were synthesized by the asymmetric reduction of their corresponding keto esters 1a-1s as chiral pure reference compounds and starting materials. The asymmetric reduction was achieved by (R)-Me-CBS-oxazaborolidine. Ten new chiral - and -hydroxy esters 2d, 2e, and 2j-2s were obtained with high ee values and characterized by infrared, NMR (H-1 and C-13), mass spectrometry, chiral high-performance liquid chromatography, and specific rotation.