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Synlett 2001; 2001(1): 0087-0089
DOI: 10.1055/s-2001-9711
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Synthetic Studies towards Mniopetals (II). A Short Synthesis of Mniopetal E

Johann Jauch*
  • *Institut für Organische Chemie und Biochemie, Technische Universität München, Lichtenbergstr. 4, 85747 Garching, Germany; Fax 0(89)-289 13 329; E-mail: Johann.Jauch@ch.tum.de
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Publikationsdatum:
31. Dezember 2001 (online)

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A short total synthesis of Mniopetal E in thirteen steps is reported. Key steps are a new and highly diastereoselective lithium phenylselenide induced Baylis-Hillman reaction with Feringa's butenolide, an endo-selective intramolecular Diels-Alder reaction (IMDA) and a new variant of the Parikh-Doering oxidation.

Baylis-Hillman reactions - Diels-Alder reactions - furanones - natural products