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Updated: Aug 16, 2026

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
Stereospecific Strain-Release-Driven Ring Opening of Azabicyclo[1.1.0]butanes to Access N-β-Substituted Chiral
Debraj Ghorai1, Arpan Naskar1, Rupam Sahoo1
1Department of Chemistry, Indian Institute of Technology, Kharagpur, West Bengal721302, India.
Abstract:
Chiral azetidines bearing stereocenters remote from the azetidine ring represent highly valuable and structurally diverse motifs that are frequently encountered in a variety of bioactive compounds. Over the past few years, several catalytic ring-opening strategies involving azabicyclo[1.1.0]butanes (ABBs) have been developed for the synthesis of functionalized azetidines. However, the efficient synthesis of azetidines containing well-defined chiral centers remains a significant challenge. Herein, we report a dual strain-release ring-opening reaction of ABB carbinols with aziridines, merging two strained rings, enabling the synthesis of enantiopure N-β-amino-C3-quaternary chiral azetidines.
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