Excellent enantio-selective enclathration of (2R,3S)-3-methyl-2-pentanol in channel-like cavity of 3-epideoxycholic acid, interpreted by the four-location model for chiral recognition

Kazuaki Kato; Kazuaki Aburaya; Yasuhito Miyake; Kazuki Sada; Norimitsu Tohnai; Mikiji Miyata

doi:10.1039/b309755b

Excellent enantio-selective enclathration of (2R,3S)-3-methyl-2-pentanol in channel-like cavity of 3-epideoxycholic acid, interpreted by the four-location model for chiral recognition

Chem Commun (Camb). 2003 Dec 7:(23):2872-3. doi: 10.1039/b309755b.

Authors

Kazuaki Kato¹, Kazuaki Aburaya, Yasuhito Miyake, Kazuki Sada, Norimitsu Tohnai, Mikiji Miyata

Affiliation

¹ Department of Material anld Life Science, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan. katochan@molrec.mls.eng.osaka-u.ac.jp

PMID: 14680217
DOI: 10.1039/b309755b

Abstract

Pure (2R,3S)-3-methyl-2-pentanol is resolved from the racemates by a steroidal host; the interpretation of the recognition mechanism based on the crystal structure reveals that CH/O interaction between the host and guest plays a decisive role in enantio-selective enclathration of the small aliphatic secondary alcohol.