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DOI: 10.1055/a-1379-2312
Synthetic Strategies to Access Heteroatomic Spirocentres Embedded in Natural Products
M.P.B. gratefully acknowledges the University of Otago for the provision of a Ph.D. scholarship.
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Abstract
The spirocyclic motif is abundant in natural products and provides an ideal three-dimensional template to interact with biological targets. With significant attention historically expended on the synthesis of flat-heterocyclic compound libraries, methods to access the less-explored three-dimensional medicinal-chemical space will continue to increase in demand. Herein, we highlight by reaction class the common strategies used to construct the spirocyclic centres embedded in a series of well-studied natural products.
1 Introduction
2 Cycloadditions
3 Palladium-Catalysed Coupling Reactions
4 Conjugate Additions
5 Imines, Aminals, and Hemiaminal Ethers
6 Mannich-Type Reactions
7 Oxidative Dearomatisation
8 Alkylation
9 Organometallic Additions
10 Conclusions
Key words
spiro compounds - total synthesis - cycloaddition - Michael addition - palladium - natural productsPublication History
Received: 15 December 2020
Accepted after revision: 01 February 2021
Accepted Manuscript online:
01 February 2021
Article published online:
24 February 2021
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