CCL- and PLE-catalyzed reverse enantiomeric separation of various (+/-)-2-thienylcarbinols

Tanyeli C., Akhmedov I., Ozdemirhan D.

ENANTIOMER, vol.6, no.5, pp.259-265, 2001 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 6 Issue: 5
  • Publication Date: 2001
  • Journal Name: ENANTIOMER
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.259-265
  • Middle East Technical University Affiliated: Yes

Abstract

(+/-)-2-Thienylcarbinols and their O-acetyl derivatives were resolved in reverse separation by CCL and PLE catalysed hydrolysis to afford optically active 2-thienylcarbinols in 35%-99% e.e. that are valuable chiral building blocks, in particular in the synthesis of pheromones and some alkoloid type natural products. Absolute configurations were determined by the correlation of specific rotation values with the literature and by transforming into the corresponding secondary alcohols via reductive desulfurization by Ra-Ni.