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Synthesis Of Onychine By Cycloaddition/Cycloreversion Of An Intermediate 1,2,4-Triazine
Lehman, Victoria
Lehman, Victoria
Abstract
This study investigates the synthetic sequence for the preparation of onychine, a natural product with antifungal activity. The scaffold is accessed through an azafluorenone intermediate prepared by a Diels-Alder/retro-Diels-Alder cycloaddition/cycloreversion of a ninhydrin-derived 1,2,4-triazine precursor. Downstream elaboration towards the alkaloid core structure is made through complementary condensation and aromatic nucleophilic substitution (SNAr) strategies.
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Date
2024-01-01
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Chemistry
DOI
https://dx.doi.org/10.21220/s2-r4ps-4c89