Large Nonlinear Effect Observed in the Enantiomeric Excess of Proline in Solution and That in the Solid State

Yujiro Hayashi, Masayoshi Matsuzawa, Junichiro Yamaguchi, Sayaka Yonehara, Yasunobu Matsumoto, Mitsuru Shoji, Daisuke Hashizume, Hiroyuki Koshino

Angewandte Chemie International Edition · 2006 · 120 citations · 46 references

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Abstract

A clue to the origin of chirality? A solution of proline with high enantiomeric excess (85–99 % ee) was obtained from solid proline of only 10 % ee through novel dissolution and crystallization processes (see scheme). This observation may be an explanation for the origin of chirality on Earth.

References

46