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Synlett 1996; 1996(11): 1057-1060
DOI: 10.1055/s-1996-5697
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Stereoselective Cyclization of cis-Decalin Skeleton of Vinigrol via Ketyl-Olefin Coupling Promoted by Samarium(II) Iodide

M. Kito, T. Sakai, N. Haruta, H. Shirahama, F. Matsuda*
  • *Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060, Japan
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Publikationsdatum:
31. Dezember 2000 (online)

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The cis-decalin ring system of vinigrol, a unique tricyclic diterpene isolated as a novel antihypertensive compound from a culture broth of Virgaria nigra, was synthesized featuring a ketyl-olefin coupling annulation reaction induced by SmI2.

Vinigrol - Diterpene - Samarium(II) Iodide - Ketyl-Olefin Coupling