Literature DB >> 26269321

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

Tsuneomi Kawasaki1, Naoya Takamatsu, Shohei Aiba, Yuji Tokunaga.   

Abstract

Without the addition of any chiral substances, the spontaneous formation of an enantioenriched α-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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Year:  2015        PMID: 26269321     DOI: 10.1039/c5cc05848a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

1.  Quantitative Difference in Solubility of Diastereomeric (2H/1H)-Isotopomers.

Authors:  Tsuneomi Kawasaki; Hiroki Kubo; Satoshi Nishiyama; Taiki Saijo; Rintaro Yokoi; Yuji Tokunaga
Journal:  J Am Chem Soc       Date:  2021-11-05       Impact factor: 15.419

2.  Solid Phase Deracemization of an Atropisomer.

Authors:  Anthonius H J Engwerda; Pim van Schayik; Henjo Jagtenberg; Hugo Meekes; Floris P J T Rutjes; Elias Vlieg
Journal:  Cryst Growth Des       Date:  2017-09-13       Impact factor: 4.076

3.  Photoracemization-Based Viedma Ripening of a BINOL Derivative.

Authors:  Giuseppe Belletti; Carola Tortora; Indradevi D Mellema; Paul Tinnemans; Hugo Meekes; Floris P J T Rutjes; Svetlana B Tsogoeva; Elias Vlieg
Journal:  Chemistry       Date:  2019-12-12       Impact factor: 5.236

Review 4.  Petasis vs. Strecker Amino Acid Synthesis: Convergence, Divergence and Opportunities in Organic Synthesis.

Authors:  Wayiza Masamba
Journal:  Molecules       Date:  2021-03-18       Impact factor: 4.411

  4 in total

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