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Updated: Jun 2, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
A refined synthesis of enantiomerically pure 2-aminocyclobutanecarboxylic acids
Valérie Declerck1, David J Aitken
1Laboratoire de Synthèse Organique et Méthodologie, ICMMO (UMR 8182-CNRS), Université Paris-Sud 11, 15 rue Georges Clemenceau, 91405 Orsay Cedex, France.
Abstract:
The synthesis of enantiomerically pure 2-aminocyclobutanecarboxylic acids has been refined to improve both the efficiency and the simplicity. These improvements provide a shorter and easier access to the racemic cis-cyclobutane β-amino acid core. Derivatization of this material with a chiral non-racemic oxazolidin-2-one allows easy diastereoisomeric separation and presents the advantage of allowing the non-destructive cleavage of the chiral auxiliary either by hydrolysis or by ammonolysis, thus providing an efficacious access to N-protected derivatives of all four stereoisomers of Boc-2-aminocyclobutanecarboxylic acid.
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