Journal of the American Chemical Society p. 6676 - 6682 (1989)
Update date:2022-08-04
Topics:
Nicolaou, K. C.
Duggan, M. E.
Hwang, C.-K.
A synthesis of an appropriately functionalized system (1) representing the FG ring skeleton of brevetoxin B is described.Beginning with the geraniol-derived lactone 6, the reported sequence proceeds via key intermediates 15 and 27 and involves two 6-endo selective hydroxy epoxide openings leading to the optically active target 1.The stereochemistry of the final product was confirmed by an X-ray crystallographic analysis of the crystalline derivative 30.
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