| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1348736 | Tetrahedron: Asymmetry | 2010 | 6 Pages |
Reciprocal resolutions between compounds (racemates and enantiomers) with similar structures have been examined. Amongst structurally similar compounds (so called relative structures) several N-acyl amino acids and amino acid esters were investigated. A part of the resolving agent or the racemic compound could be replaced by an achiral compound with a relative structure and an additive could occasionally improve significantly the efficiency of the resolution. Both the kinetic and the thermodynamic controls were observed as governing factors of the reciprocal resolutions.
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N-Acetyl phenylalanineC11H13NO3Ee >99.5% by chiral GC[α]D20=+35.6 (c 1, MeOH)Prepared from optically active materialAbsolute configuration: (S)
N-Acetyl phenylglycineC10H12NO3Ee >99.5% by chiral GC[α]D20=+74.2 (c 1, MeOH)Prepared from optically active materialAbsolute configuration: (S)
PhenylethylamineC8H12NEe >99.5% by chiral GC[α]D20=-10.5 (c 1, EtOH)Prepared from optically active materialAbsolute configuration: (R)
