Issue 29, 2020

Stereoselective synthesis of 2,6-disubstituted piperidine alkaloids

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.

Graphical abstract: Stereoselective synthesis of 2,6-disubstituted piperidine alkaloids

Article information

Article type
Review Article
Submitted
03 May 2020
Accepted
26 May 2020
First published
27 May 2020

Org. Biomol. Chem., 2020,18, 5493-5512

Stereoselective synthesis of 2,6-disubstituted piperidine alkaloids

N. Srivastava, L. Macha and H. Ha, Org. Biomol. Chem., 2020, 18, 5493 DOI: 10.1039/D0OB00918K

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