Issue 16, 2021

Nonbiomimetic total synthesis of indole alkaloids using alkyne-based strategies

Abstract

Biomimetic natural product synthesis is generally straightforward and efficient because of its established feasibility in nature and utility in comprehensive synthesis, and the cost-effectiveness of naturally derived starting materials. On the other hand, nonbiomimetic strategies can be an important option in natural product synthesis since (1) nonbiomimetic synthesis offers more flexibility and can demonstrate the originality of chemists, and (2) the structures of derivatives accessible by nonbiomimetic synthesis can be considerably different from those that are synthesised in nature. This review summarises nonbiomimetic total syntheses of indole alkaloids using alkyne chemistry for constructing core structures, including ergot alkaloids, monoterpene indole alkaloids (mainly corynanthe, aspidosperma, strychnos, and akuammiline), and pyrroloindole and related alkaloids. To clarify the differences between alkyne-based strategies and biosynthesis, the alkynes in nature and the biosyntheses of indole alkaloids are also outlined.

Graphical abstract: Nonbiomimetic total synthesis of indole alkaloids using alkyne-based strategies

Article information

Article type
Review Article
Submitted
26 ธ.ค. 2563
Accepted
23 มี.ค. 2564
First published
24 มี.ค. 2564

Org. Biomol. Chem., 2021,19, 3551-3568

Nonbiomimetic total synthesis of indole alkaloids using alkyne-based strategies

H. Ohno and S. Inuki, Org. Biomol. Chem., 2021, 19, 3551 DOI: 10.1039/D0OB02577A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements