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Updated: Dec 20, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Stereoselective synthesis of 2,6-disubstituted piperidine alkaloids
Nikhil Srivastava1, Lingamurthy Macha, Hyun-Joon Ha
1Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, Korea. hjha@hufs.ac.kr.
Abstract:
Among the large number of structurally diverse alkaloids, 2,6-disubstituted piperidine and its analogs have often been targeted when exploiting new synthetic techniques perhaps because of their strong pharmacological properties. This review outlines synthetic strategies to build the 2,6-disubstituted piperidine structural motif with a focus on stereochemical control of two substituents at C2 and C6. The key reactions in this process are then classified on the basis of how the piperidine rings were built with specific examples of natural products that control the stereochemical outcomes and their transition states.
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