4.7 Article

Spontaneous formation and amplification of an enantioenriched α-amino nitrile: a chiral precursor for Strecker amino acid synthesis

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 76, Pages 14377-14380

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc05848a

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Funding

  1. JSPS KAKENHI [23685012]
  2. Daiichi-Sankyo foundation of life science
  3. Nagase science and technology foundation
  4. Cooperative Program of Advanced Medicine and Engineering Research of University of Fukui
  5. Grants-in-Aid for Scientific Research [23685012] Funding Source: KAKEN

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Without the addition of any chiral substances, the spontaneous formation of an enantioenriched alpha-amino nitrile (up to 96% ee), which is a chiral precursor for Strecker amino acid synthesis, has been achieved in combination with conglomerate formation. The frequency of the formation of enantiomorphs exhibits an approximate stochastic distribution, i.e., L-form occurred 21 times and D-form occurred 22 times, which fulfils the conditions necessary for spontaneous absolute asymmetric synthesis.

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