Issue 7, 2019

Multicomponent dipolar cycloadditions: efficient synthesis of polycyclic fused pyrrolizidines via azomethine ylides

Abstract

An efficient multicomponent dipolar cycloaddition for the synthesis of polycyclic fused pyrrolizidines was developed using N-aromatic zwitterions, aldehydes, and amino acids. The developed reactions proceed through azomethine ylides generated in situ from the decarboxylated reactions of aldehydes and amino acids followed by the [3 + 2] cycloaddition of N-aromatic zwitterions under mild reaction conditions.

Graphical abstract: Multicomponent dipolar cycloadditions: efficient synthesis of polycyclic fused pyrrolizidines via azomethine ylides

Supplementary files

Article information

Article type
Communication
Submitted
03 oct. 2018
Accepted
09 nov. 2018
First published
13 nov. 2018

Org. Biomol. Chem., 2019,17, 1773-1777

Multicomponent dipolar cycloadditions: efficient synthesis of polycyclic fused pyrrolizidines via azomethine ylides

S. Samala, D. H. Ryu, C. E. Song and E. J. Yoo, Org. Biomol. Chem., 2019, 17, 1773 DOI: 10.1039/C8OB02463D

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