The β-triketone core of the antidepressant phloroglucinol hyperforin(1) undergoes a series of peroxide-induced oxidative rearrangements leading to compound 5, which is formed byopening of ring A, and compound 6, which is formed by removal of the C-1 carbonyl bridge. A mechanistic rationale for this process is proposed.
Oxidative fragmentation of the bridged beta-triketone core of hyperforin / L. Verotta, E. Lovaglio, O. Sterner, G. Appendino, E. Bombardelli. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - :6(2004), pp. 1193-1197. [10.1002/ejoc.200300568]
Oxidative fragmentation of the bridged beta-triketone core of hyperforin
L. VerottaPrimo
;
2004
Abstract
The β-triketone core of the antidepressant phloroglucinol hyperforin(1) undergoes a series of peroxide-induced oxidative rearrangements leading to compound 5, which is formed byopening of ring A, and compound 6, which is formed by removal of the C-1 carbonyl bridge. A mechanistic rationale for this process is proposed.
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