Memory of Chirality in a Flow-Based System: Enantioselective Synthesis of Quaternary α-Amino Acids Using Flow Microreactors

Antonin Mambrini, Didier Gori, Cyrille Kouklovsky, Heejin Kim, Jun ichi Yoshida, Valérie Alezra

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Enantioselective synthesis of quaternary α-amino acids based on alkylation of a conformationally unstable enolate according to a memory-of-chirality strategy was successfully adapted to a flow-based system. This allows for the scale-up of this enantioselective process with reaction residence times of less than three minutes. The enantiomeric excess values are similar to those obtained in the batch process.

Original languageEnglish
Pages (from-to)6754-6757
Number of pages4
JournalEuropean Journal of Organic Chemistry
Volume2018
Issue number47
DOIs
Publication statusPublished - 2018 Dec 19
Externally publishedYes

Fingerprint

Chirality
alkylation
Alkylation
chirality
reaction time
amino acids
Data storage equipment
Amino Acids
synthesis

Keywords

  • Amino acids
  • Asymmetric synthesis
  • Continuous flow
  • Flash chemistry
  • Flow chemistry
  • Memory of chirality

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Memory of Chirality in a Flow-Based System : Enantioselective Synthesis of Quaternary α-Amino Acids Using Flow Microreactors. / Mambrini, Antonin; Gori, Didier; Kouklovsky, Cyrille; Kim, Heejin; Yoshida, Jun ichi; Alezra, Valérie.

In: European Journal of Organic Chemistry, Vol. 2018, No. 47, 19.12.2018, p. 6754-6757.

Research output: Contribution to journalArticle

Mambrini, Antonin ; Gori, Didier ; Kouklovsky, Cyrille ; Kim, Heejin ; Yoshida, Jun ichi ; Alezra, Valérie. / Memory of Chirality in a Flow-Based System : Enantioselective Synthesis of Quaternary α-Amino Acids Using Flow Microreactors. In: European Journal of Organic Chemistry. 2018 ; Vol. 2018, No. 47. pp. 6754-6757.
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