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  • Studies on the regio- and diastereo-selective epoxidation of daphnanes and tiglianes TETRAHEDRON LETTERS Boudreault, P., Mattler, J. K., Wender, P. A. 2015; 56 (23): 3423-3427

    Abstract

    Daphnanes and tiglianes are diterpenes with a shared tricyclic 5-7-6 ring system. Many members exhibit significant biological activities often associated with protein kinase C signaling. Many of these natural products (~100) have a C6-C7 α-epoxide whose influence on biological activity is little studied. Using the more readily available phorbol ester PDBu as a test substrate, we report an efficient, and potentially general, α-epoxidation method based on a vanadium-catalyzed asymmetric epoxidation with bishydroxamic acid (BHA) ligands.

    View details for DOI 10.1016/j.tetlet.2015.01.126

    View details for Web of Science ID 000356544800113

    View details for PubMedCentralID PMC4449265