Evaluation of mono- and dipeptides as organocatalysts for enantioselective aldol reaction

Yolaçan Ç., Mavıs M. E., Aydoğan F.

TETRAHEDRON, vol.70, pp.3707-3713, 2014 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 70
  • Publication Date: 2014
  • Doi Number: 10.1016/j.tet.2014.04.016
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3707-3713
  • Yıldız Technical University Affiliated: Yes

Abstract

Catalytic activities of (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (THIQA)-based mono- and dipeptides and their L-proline analogs in asymmetric aldol reaction were investigated. THIQA-based dipeptides showed better enantioselectivity than proline analogs, whereas proline-based dipeptides gave higher yield in the aldol reaction of cyclohexanone with several aldehydes in dichloromethane at -10 degrees C in the presence of benzoic acid. (C) 2014 Elsevier Ltd. All rights reserved.