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Synlett 2022; 33(17): 1770-1774
DOI: 10.1055/s-0042-1751356
DOI: 10.1055/s-0042-1751356
letter
A Concise Total Synthesis of Steroid Scaffolds via a Palladium-Catalyzed Dearomatization Cyclization
We thank the talent research start-up fund of Shanghai Institute of Technology (YJ2022-14).
Abstract
A concise total synthesis to generate synthetically challenging steroids scaffolds is reported utilizing palladium-catalyzed dearomatization cyclization for the key cyclization step, enabling the divergent synthesis of 6,6,6,5-tetracyclic steroids cores through both ligand and reaction condition control. We have started from the simple starting materials 2,4,6-trihydroxybenzoic acid and 2-methylcyclopentane-1,3-dione to selectively generate complex steroid scaffolds in a 12-step operation.
Key words
total synthesis - steroids scaffolds - palladium catalysis - dearomatization cyclization - 6,6,6,5-tetracyclic steroidsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0042-1751356.
- Supporting Information
Publication History
Received: 01 June 2022
Accepted after revision: 11 July 2022
Article published online:
19 August 2022
© 2022. Thieme. All rights reserved
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