A short synthesis of (S)-2-(diphenylmethyl)pyrrolidine, a chiral solvating agent for NMR analysis

Bailey D., OHagan D., TAVASLI M.

TETRAHEDRON-ASYMMETRY, vol.8, no.1, pp.149-153, 1997 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 8 Issue: 1
  • Publication Date: 1997
  • Doi Number: 10.1016/s0957-4166(96)00495-8
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.149-153
  • Bursa Uludag University Affiliated: No


A three step synthesis of (S)-2(diphenylmethyl)pyrrolidine 4 is described which allows its preparation on a large scale. The C-2 symmetric diamines 5 and 6 have been prepared from 4 and are attractive as potential ligands for asymmetric transformations. Pyrrolidine 4 has been assessed as a chiral solvating agent for the NMR analysis of chiral compounds. It emerges as a good CSA for carboxylic acids and some secondary alcohols. (C) 1997, Elsevier Science Ltd. All rights reserved.