Tetrahedron: Asymmetry

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

DJ Bailey, D O'Hagan, M Tavasli

文献索引：Bailey, David J.; O'Hagan, David; Tavasli, Mustafa Tetrahedron Asymmetry, 1997 , vol. 8, # 1 p. 149 - 153

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被引用次数: 58

摘要

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.