Studies on the regio- and diastereo-selective epoxidation of daphnanes and tiglianes

作者：Boudreault Pierre Luc; Mattler Jennifer K; Wender Paul A^*

来源：Tetrahedron Letters, 2015, 56(23): 3423-3427.

DOI：10.1016/j.tetlet.2015.01.126

• Protein kinase C
• Daphnane
• Tigliane
• Epoxidation

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 (similar to 100) have a C6-C7 alpha-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, alpha-epoxidation method based on a vanadium-catalyzed asymmetric epoxidation with bishydroxamic acid (BHA) ligands.

• 出版日期2015-6-3