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Non-terpenoid C-15 metabolites from the red seaweed Laurencia pinnatifida

AuthorsGonzález, A. G.; Martín, Julio D.; Martín, Víctor S.; Norte, Manuel; Pérez, Ricardo CSIC ORCID; Ruano, J. Z.; Drexler, S. A.; Clardy, Jon
Issue Date1982
CitationTetrahedron 38(7): pp. 1009-1014 (1982)
AbstractThe structures and absolute configurations of three halogenated vinyl acetylenes which are natural products from the red alga Laurencia pinnatifida (Gmal. Lamour) are described. The structure of transpinnatifidenyne 2 was determined by spectral, chemical and X-ray difraction analyses. The structure of cispinnatifidenyne 1 is based on spectral comparison and chemical interconversion with the trans-isomer 2. The structure of the acyclic trienyne 8 was secured as: (6r,7r)-3-cis,9-cis,12-cis,6-acetoxy,7-chloropentadeca-3,9,12-trien-1-yne by synthesys from cis-pinnatifidenyne 1. The reactivity of these compounds to various conditions of catalytic hydrogenation has been examined in detail.
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