Synthesis 2023; 55(15): 2273-2284
DOI: 10.1055/a-2004-1228
short review
Special Issue dedicated to Prof. David A. Evans

Chemistry and Biology of Acyloin Natural Products

,
Australian Research Council


Abstract

This review details the isolation, biosynthesis, biological activity, and synthesis of α-hydroxy ketone (acyloin) natural products. The role of these compounds as biosynthetic precursors to complex natural products and synthetic strategies to access the sensitive acyloin moiety and stereochemistry are highlighted.

1 Introduction

1.1 Xenocyloins

1.2 Biological Activity

1.3 Biosynthesis

1.4 Acyloins as Discoipyrrole Biosynthetic Precursors

2 Total Synthesis of Acyloin Natural Products

2.1 Kurasoins A and B

2.2 Soraphinol A and Circumcin B

2.3 4-Hydroxysattabacin and Actinopolymorphol A

2.4 Actinopolymorphol B

2.5 Sattazolins and Sattabacins

2.6 Catalyst Development and Application in Acyloin Synthesis

2.7 Xenocyloins

3 Conclusion



Publication History

Received: 16 November 2022

Accepted after revision: 27 December 2022

Accepted Manuscript online:
27 December 2022

Article published online:
06 February 2023

© 2022. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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