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1 Helena Kang -- 170 2026-09-23 05:13:44

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Kang, H. Enantioselective Synthesis. Encyclopedia. Available online: https://encyclopedia.pub/entry/60324 (accessed on 03 October 2026).
Kang H. Enantioselective Synthesis. Encyclopedia. Available at: https://encyclopedia.pub/entry/60324. Accessed October 03, 2026.
Kang, Helena. "Enantioselective Synthesis" Encyclopedia, https://encyclopedia.pub/entry/60324 (accessed October 03, 2026).
Kang, H. (2026, September 23). Enantioselective Synthesis. In Encyclopedia. https://encyclopedia.pub/entry/60324
Kang, Helena. "Enantioselective Synthesis." Encyclopedia. Web. 23 September, 2026.
Enantioselective Synthesis
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Preparation of an enantioenriched product from achiral or racemic starting materials, such that one enantiomer predominates, is enantioselective synthesis. The stereochemical bias may come from a chiral catalyst, a chiral reagent, or a chiral auxiliary that is later removed; the defining outcome is unequal formation of the two mirror-image products. Catalytic enantioselective construction of quaternary carbon stereocenters is a stringent instance in which the new stereogenic carbon bears four non-hydrogen substituents [1]. Related methods create all-carbon quaternary stereogenic centers in acyclic frameworks, where conformational flexibility makes facial discrimination more demanding [2]. Phase-transfer catalysis of alkylation of achiral Schiff-base glycine esters produces enantioenriched α-amino acids and exemplifies reagent- or catalyst-controlled enantioselective C–C bond formation at a prochiral enolate [3]. The concept names the synthetic objective and its stereochemical result, whereas enantioselective catalysis names the catalytic means. Resolution of a racemate is not enantioselective synthesis of that racemate’s constituents, because the stereocenters already exist before separation.

enantioselective synthesis asymmetric synthesis quaternary stereocenters chiral products

References

  1. Kyle W. Quasdorf; Larry E. Overman; Catalytic enantioselective synthesis of quaternary carbon stereocentres. Nature 2014, 516, 181-191. [CrossRef]
  2. Jaya Prakash Das; Ilan Marek; Enantioselective synthesis of all-carbon quaternary stereogenic centers in acyclic systems. Chem. Commun. 2011, 47, 4593-4623. [CrossRef]
  3. Martin J. O'Donnell; The Enantioselective Synthesis of α-Amino Acids by Phase-Transfer Catalysis with Achiral Schiff Base Esters. Acc. Chem. Res. 2004, 37, 506-517. [CrossRef]
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Subjects: Chemistry, Organic
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Update Date: 23 Sep 2026
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