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

  • Bräuer N
  • Dreeßen S
  • Schaumann E
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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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Authors

  • Nico Bräuer

  • Sylvia Dreeßen

  • Ernst Schaumann

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