Issue 45, 2023

Biogenetic space-guided synthesis of rearranged terpenoids

Abstract

Natural product chemistry is constantly challenged by newly discovered, complex molecules. Elements of complexity arise from unprecedented frameworks, with a large amount of densely packed stereogenic centres and different functional groups along with a generally high oxidation state. As a prime example, rearranged triterpenoids possess all these elements. For their total synthesis, a limit of what is considered sensible in terms of steps and yield is frequently reached. As an alternative, semisynthetic approaches have gained a great amount of attention in recent years. In this featured article, we present our and others' contributions towards the development of efficient and economic syntheses of complex terpenoid natural products and elaborate on the underlying rationale of biogenetic space-guided synthetic analysis.

Graphical abstract: Biogenetic space-guided synthesis of rearranged terpenoids

Article information

Article type
Feature Article
Submitted
28 Feb 2023
Accepted
24 Apr 2023
First published
10 May 2023
This article is Open Access
Creative Commons BY license

Chem. Commun., 2023,59, 6811-6826

Biogenetic space-guided synthesis of rearranged terpenoids

M. Alekseychuk and P. Heretsch, Chem. Commun., 2023, 59, 6811 DOI: 10.1039/D3CC01009K

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