Rutaretin methyl ether

Diacetylhexahydromarmesin 276 has been converted into the ortho-rearranged product 277 in 30.6% yield among other photoproducts. Transformation of 277 into methyl hexahydrorutaretin methyl ether 278 served to determine the absolute configuration of rutaretin methyl ether (279) (Scheme 70) [199]. 

The PFR has also been used as a key step in the synthesis of more complex natural products or biologically active compounds, such as capiUarol [165], bikaverin [166, 167], adriamycin [168, 169], rutaretin methyl ether [170], arizonine and caseadine [171 ], diazonamide [172], and Strychnos andAspidosperma alkaloids [173]. Amore recent example is the elegant synthesis of (-)-kendomy cin involving the intramolecular PFR of a macrocyclic lactone (Scheme 31.17) [174,175]. 

Ishii, H., Sekiguchi, F., and Ishikawa, T, Studies on the chemical constituents of rutaceous plants. XLI. Absolute configuration of rutaretin methyl ether. Tetrahedron, 37,285, 1981. 

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