Issue 8, 2024

Synthesis of enantioenriched spirocyclic 2-arylpiperidines via kinetic resolution

Abstract

Kinetic resolution of N-Boc-spirocyclic 2-arylpiperidines with spiro substitution at C-4 was achieved with high enantiomeric ratios using the chiral base n-BuLi/sparteine. Cyclopropanation or metallaphotoredox catalysis were used to access the piperidines, which could be further functionalised without loss of enantiopurity, highlighting their use as potential 3D fragments for drug discovery.

Graphical abstract: Synthesis of enantioenriched spirocyclic 2-arylpiperidines via kinetic resolution

Supplementary files

Article information

Article type
Communication
Submitted
03 Jan 2024
Accepted
23 Jan 2024
First published
24 Jan 2024
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2024,22, 1602-1607

Synthesis of enantioenriched spirocyclic 2-arylpiperidines via kinetic resolution

A. Choi, A. Das, A. J. H. M. Meijer, I. Proietti Silvestri and I. Coldham, Org. Biomol. Chem., 2024, 22, 1602 DOI: 10.1039/D4OB00011K

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