3.9 Article

The Absolute Structure of (+)-Aplysulfurin

Journal

JOURNAL OF CHEMICAL CRYSTALLOGRAPHY
Volume 40, Issue 5, Pages 468-471

Publisher

SPRINGER/PLENUM PUBLISHERS
DOI: 10.1007/s10870-009-9679-9

Keywords

Spongian diterpene; Absolute structure; Natural product

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The spongian diterpene aplysulfurin (C22H28O5) is a marine natural product whose relative stereochemistry has been previously elucidated by X-ray crystallography and NMR, but its absolute structure has only been proposed on biogenetic grounds. Herein we have determined the absolute structure of (+)-aplysulfurin by anomalous dispersion effects of a highly redundant data set collected with Cu-K alpha radiation. We have found that the four chirotopic centres have the absolute configuration C7(R), C10(S), C15(S) and C16(S).

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