A short synthesis of (S)-2-(diphenylmethyl) pyrrolidine, a chiral solvating agent for NMR analysis
DJ Bailey, D O'Hagan, M Tavasli
Index: Bailey, David J.; O'Hagan, David; Tavasli, Mustafa Tetrahedron Asymmetry, 1997 , vol. 8, # 1 p. 149 - 153
Full Text: HTML
Citation Number: 58
Abstract
A three step synthesis of (S)-2 (diphenylmethyl) pyrrolidine 4 is described which allows its preparation on a large scale. The C2 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.
Related Articles:
[Price, Michael D.; Sui, Jennifer K.; Kurth, Mark J.; Schore, Neil E. Journal of Organic Chemistry, 2002 , vol. 67, # 23 p. 8086 - 8089]
[Palomo, Claudio; Vera, Silvia; Mielgo, Antonia; Gomez-Bengoa, Enrique Angewandte Chemie - International Edition, 2006 , vol. 45, # 36 p. 5984 - 5987]
[Price, Michael D.; Sui, Jennifer K.; Kurth, Mark J.; Schore, Neil E. Journal of Organic Chemistry, 2002 , vol. 67, # 23 p. 8086 - 8089]
[Price, Michael D.; Sui, Jennifer K.; Kurth, Mark J.; Schore, Neil E. Journal of Organic Chemistry, 2002 , vol. 67, # 23 p. 8086 - 8089]