The stereoselective total synthesis of the proposed structure of a potent serotonin 5-HT1A receptor agonist uncarialin A elaborated by LIOS scientists have been published in the Journal of Organic Chemistry (IF = 4.335).
Authors demonstrated that using the readily available meroquinene tert-butyl ester as the chiral synthon, the target structure can be prepared in a six-step linear sequence with a 17% overall yield.
When comparing spectral differences of the sample isolated from natural sources with the synthetic product, the authors noticed significant differences and they strongly suggested that the structure of the natural product should be revised.
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Ūdris, N.; Jaudzems, K.; Smits, G.
Total Synthesis of the Proposed Structure of Uncarialin A
J. Org. Chem. 2021, DOI: 10.1021/acs.joc.1c00324