Preparation of phenolic chiral crown ethers and podands and their enantiomer recognition ability toward secondary amines

K Hirose, A Fujiwara, K Matsunaga, N Aoki…

Index: Hirose, Keiji; Fujiwara, Akihito; Matsunaga, Kazuhisa; Aoki, Nobuaki; Tobe, Yoshito Tetrahedron Asymmetry, 2003 , vol. 14, # 5 p. 555 - 566

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Citation Number: 39

Abstract

Phenolic pseudo-24-crown-8 (S, S)-3, pseudo-27-crown-9 (S, S)-4, and podands (R, R)-5 and (R, R)-6 possessing phenyl groups as chiral barriers were prepared and their chiral recognition properties toward secondary neutral amines were examined. Pseudo-24-crown- 8 (S, S)-3 and podand (R, R)-5 showed sufficient binding ability and moderate chiral recognition ability toward secondary amines.