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Alkaloid Synthesis Using Organocatalysts.

Hayato Ishikawa¹, Shinya Shiomi¹

¹Kumamoto University, Kumamoto, Japan.

The Alkaloids. Chemistry and Biology

|February 20, 2018

Summary

This chapter reviews 21st-century total syntheses of alkaloids, focusing on organocatalytic reactions for creating complex alkaloid scaffolds. It details methods for indole, indoline, oxindole, and piperidine alkaloid construction.

Keywords:

Diastereoselective reaction Domino reaction Enantioselective reaction Organocatalyst Total synthesis

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Area of Science:

Organic chemistry, specifically asymmetric organocatalysis.
Synthetic organic chemistry, focusing on alkaloid synthesis.

Background:

Alkaloids are a crucial class of natural products with diverse biological activities.
The 21st century has seen significant advancements in the total synthesis of complex alkaloids.

Purpose of the Study:

To provide a comprehensive overview of recent total syntheses of alkaloids.
To highlight the role of enantioselective and diastereoselective organocatalytic reactions in alkaloid construction.

Main Methods:

Literature review of total alkaloid syntheses published since the early 2000s.
Categorization of synthetic strategies based on the core alkaloid skeleton (indole, indoline, oxindole, piperidine).

Main Results:

Demonstration of organocatalysis as a powerful tool for constructing alkaloid frameworks.
Detailed examples of stereoselective synthesis of various alkaloid classes.

Conclusions:

Organocatalysis has revolutionized the efficient and stereocontrolled synthesis of alkaloids.
The described methods provide a valuable resource for researchers in natural product synthesis.