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Synthesis of marine polycyclic polyethers via endo-selective epoxide-opening cascades Vilotijevic I; Jamison TFMar Drugs 2010[Mar]; 8 (3): 763-809The proposed biosynthetic pathways to ladder polyethers of polyketide origin and oxasqualenoids of terpenoid origin share a dramatic epoxide-opening cascade as a key step. Polycyclic structures generated in these biosynthetic pathways display biological effects ranging from potentially therapeutic properties to extreme lethality. Much of the structural complexity of ladder polyether and oxasqualenoid natural products can be traced to these hypothesized cascades. In this review we summarize how such epoxide-opening cascade reactions have been used in the synthesis of ladder polyethers and oxasqualenoid natural products.|Animals[MESH]|Biological Products/blood/*chemical synthesis/chemistry/metabolism[MESH]|Epoxy Compounds/*chemistry[MESH]|Ethers/*chemical synthesis/chemistry[MESH]|Eukaryota/chemistry[MESH]|Marine Biology[MESH]|Plants/chemistry[MESH]|Porifera/chemistry[MESH]|Pyrans/chemical synthesis/chemistry[MESH] |
