Amino Acids

, Volume 50, Issue 10, pp 1307–1328 | Cite as

Ethynylglycine synthon, a useful precursor for the synthesis of biologically active compounds: an update. Part II: synthetic uses of ethynylglycine synthon

  • Zohra Benfodda
  • David Benimélis
  • Gianna Reginato
  • Patrick MeffreEmail author
Invited Review


The ethynylglycine synthon {(R)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-ethynyl-oxazolidine} is a chiral compound with valuable synthetic interest. An update (covering literature from 2005 to 2017) on the different synthetic utilities is reviewed and discussed.


Synthesis Ethynylglycine synthon Terminal alkyne Metallation Metal-catalyzed coupling Cycloaddition 




ACC synthase

1-Aminocyclopropane-1-carboxylate synthase







Bu or n-Bu



Cerium ammonium nitrate








Diisobutylalumino hydride










Dess–Martin periodinane


Enantiomer of compound x






Indoleamine 2,3-dioxygenase


Lithium bis(trimethylsilyl)amide


m-Chloroperoxybenzoic acid










2-(Diphenylphosphino)benzoic acid






Pyridoxal phosphate


p-Toluenesulfonic acid


Ring-closing metathesis




Tetrabutylammonium fluoride


Tetrabutylammonium iodide








2,2,6,6-Tetramethylpiperidine 1-oxyl






Trifluoroacetic acid




N,N,N′,N′-tetramethyl ethylenediamine






Compliance with ethical standards

Conflict of interest

The authors declare that there are no conflicts of interest.

Research subjects

This review is a compilation of the previous works performed by different authors. No animal or human was used or harmed in this work.

Informed consent

This manuscript is being submitted after consent was obtained from all authors, and all authors are aware of this manuscript submission.


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Copyright information

© Springer-Verlag GmbH Austria, part of Springer Nature 2018

Authors and Affiliations

  1. 1.UNIV. NIMES, EA7352 ChromeNîmes Cedex 1France
  2. 2.ICCOM—CNRSesto FiorentinoItaly

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