Preparation of optically pure δ-lactones using diastereomeric resolution with amino acid as resolving agent.
Synthesis of optically pure δ-lactones by diastereomeric resolution was investigated. Amino acid derivatives, which can be obtained at a relatively low cost, were used as resolving agents. Six optically pure δ-lactones were efficiently synthesized using Cbz-L-alanine without other expensive resolving agents. Both enantiomers of δ-lactone obtained had over 98% enantiomeric excesses. This diastereomeric resolution is very efficient for the preparation of optically pure δ-lactones.
Department of Biotechnology and Environmental Chemistry, Kitami Institute of Technology.
Yasutaka
Y
Shimotori
Masayuki
M
Hoshi
Syota
S
Seki
Takeshi
T
Osanai
Hayato
H
Okabe
Yoshitaka
Y
Ikeda
Tetsuo
T
Miyakoshi
D000409:Alanine / Q000031:analogs & derivatives / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000596:Amino Acids; D007783:Lactones; C086275:N-carbobenzyloxyalanine; D000409:Alanine