The biomimetic cyclization of melampomagnolide B

descriptionPublicationkeyboard_double_arrow_right Article 01 Jan 1988 English Publisher:Elsevier BVJournal:Tetrahedron, volume 44, pages 4,585-4,589 (issn: 0040-4020,

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Authors: González, Antonio G.; Galindo, Antonio; Afonso, M. Mar; Mansilla, Horacio; López Rodríguez, Matías;

doi: 10.1016/s0040-4020(01)86161-5

handle: 10261/12795

The biomimetic cyclization of melampomagnolide B

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Abstract

Melampomagnolide B (9) was prepared and converted to the epimeric trans-(1αH,5βOH)-guaianolides (19) and 1,5-epoxygermacranolide (15).The 11,13-dihydroderivative (10) afforded (20) and (16). The biogenetic implications of this process are discussed.

Supplementary material is obtainable on request from the Cambridge Crystallographic Data Centre (CCDC), University Chemical Laboratory, Lensfield Road, Cambridge.

This work was subsidized in part by the CAICYT (Grant Nº 3190/1984l). MMA is indebted to the MEC for a research grant.

5 pages, 2 figures, 2 schemes.

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