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Peer-reviewedCC BYTetrahedron Letters

Synthesis of C1-quaternary 1-(α-methylbenzylamino)cyclobutane derivatives

Abstract

A small panel of non-racemic 1-(α-methylbenzylamino)cyclobutanes bearing one-carbon functional groups at C1 of the cyclobutane ring was targeted. Successful synthetic procedures were established to access the target molecules, with the exception of the C1-formyl derivative whose electrophilicity was incompatible with the free secondary amine. When a C1 nucleofugal group was generated, cyclization occurred leading to a novel spiroaziridine derivative.

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BibTeX
@article{barranco2026synthesis,
  title = {{Synthesis of C1-quaternary 1-(α-methylbenzylamino)cyclobutane derivatives}},
  author = {Stefano Barranco and Dianya Fu and Angelo Frongia and Sandrine Deloisy and David J Aitken},
  journal = {Tetrahedron Letters},
  year = {2026},
  month = oct,
  doi = {10.1016/j.tetlet.2026.156271},
  url = {https://hal.science/hal-05840527v1},
  note = {CC BY},
}
RIS
TY  - JOUR
TI  - Synthesis of C1-quaternary 1-(α-methylbenzylamino)cyclobutane derivatives
AU  - Stefano Barranco
AU  - Dianya Fu
AU  - Angelo Frongia
AU  - Sandrine Deloisy
AU  - David J Aitken
PY  - 2026
DA  - 2026/10/27
JO  - Tetrahedron Letters
DO  - 10.1016/j.tetlet.2026.156271
UR  - https://hal.science/hal-05840527v1
AB  - A small panel of non-racemic 1-(α-methylbenzylamino)cyclobutanes bearing one-carbon functional groups at C1 of the cyclobutane ring was targeted. Successful synthetic procedures were established to access the target molecules, with the exception of the C1-formyl derivative whose electrophilicity was incompatible with the free secondary amine. When a C1 nucleofugal group was generated, cyclization occurred leading to a novel spiroaziridine derivative.
SN  - 0040-4039
SN  - 1873-3581
ER  -