Tetrahedron: Asymmetry

Synthesis and chiral recognition ability of O-phenyl ethylphosphonothioic acid with a conformationally flexible phenoxy group for CH/π interaction

Y Kobayashi, J Maeda, F Morisawa, K Saigo

Index: Kobayashi, Yuka; Maeda, Jin; Morisawa, Fumi; Saigo, Kazuhiko Tetrahedron Asymmetry, 2006 , vol. 17, # 6 p. 967 - 974

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Citation Number: 7

Abstract

Enantiopure O-phenyl ethylphosphonothioic acid 1 was easily obtained by the enantioseparation of racemic 1, which was prepared from commercially available phosphorothioic trichloride in four steps. Enantiopure 1 was found to show an excellent chiral recognition ability for various 1-arylethylamine derivatives during the diastereomeric salt formation. In particular, enantiopure 1 was able to recognize the chirality of o-and m- ...