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

✍ Scribed by Yujiro Hayashi; Masayoshi Matsuzawa; Junichiro Yamaguchi; Sayaka Yonehara; Yasunobu Matsumoto; Mitsuru Shoji; Daisuke Hashizume; Hiroyuki Koshino

Publisher: John Wiley and Sons
Year: 2006
Tongue: English
Weight: 461 KB
Volume: 45
Category: Article
ISSN: 0044-8249
DOI: 10.1002/anie.200601506

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✦ Synopsis

How homochiral amino acids and sugars arose out of a presumably prochiral prebiotic environment is a puzzling question, [1] to which many answers have been proposed: for example, absolute asymmetric synthesis with circularly polarized light, photoreactions in chiral crystals, and asymmetric automultiplication with asymmetric autocatalysis, as exemplified by the recent work of Soai et al. [2] There are reports describing a connection between the chirality of amino acids and sugars: Amplification of ee was observed in the aaminoxylation of an aldehyde using proline as catalyst to generate a key intermediate of sugars, [3] while amino acids

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