P-84 プロリンの溶液中におけるエナンチオ過剰率に関する非線形現象について(ポスター発表の部)

概要

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Proline, a widely distributed amino acid, promotes several organic reactions with highly enantioselective manner. During the investigation of proline-mediated α-aminoxylation of aldehydes, we have found that a solution of proline with high enantiomeric excess can be obtained from solid proline of low optical purity during the dissolution process (Scheme 1). It was demonstrated that this unusual phenomenon was induced by deposition of DL-proline from D-proline and L-proline by the measurement of the powder X-ray diffraction (XRD). The crystallographic analysis of D- and L-proline was also performed. One application of the solution of proline with high enantiomeric excess, which was obtained from proline solid of low enantiomeric excess, is α-aminoxylation of propanal (Scheme 2).
2007-08-24