Bisepoxides as biselectrophiles in the silicon-induced domino synthesis of highly functionalized carbocycles

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Abstract

The reaction of silylated thioacetals 2a, b with different bisepoxides 1, 4, 5 is investigated. The silicon-induced domino reaction opens a short route from D-mannitol to the highly functionalized carbocycles 7-10. Using this cascade, 4-epi-validatol (12) is synthesized.

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Bräuer, N., Dreeßen, S., & Schaumann, E. (1999). Bisepoxides as biselectrophiles in the silicon-induced domino synthesis of highly functionalized carbocycles. Tetrahedron Letters, 40(15), 2921–2924. https://doi.org/10.1016/S0040-4039(99)00386-X

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