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- Title
Memory of Chirality in a Flow‐Based System: Enantioselective Synthesis of Quaternary α‐Amino Acids Using Flow Microreactors.
- Authors
Mambrini, Antonin; Gori, Didier; Kouklovsky, Cyrille; Kim, Heejin; Yoshida, Jun‐ichi; Alezra, Valérie
- 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. The first memory‐of‐chirality reaction in flash chemistry is reported: it allows the enantioselective synthesis of quaternary α‐amino acid derivatives with reaction residence times of less than three minutes. This proof of concept shows that larger product quantities can be synthesized in short reaction times.
- Subjects
AMINO acid derivatives; MICROREACTORS; CHIRALITY; ALKYLATION; CHEMICAL reactions
- Publication
European Journal of Organic Chemistry, 2018, Vol 2018, Issue 47, p6754
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201801305