Synthetic studies on (-)-FR182877: construction of the ABCD ring system via the intramolecular cycloadditions (2)

Natsumi Tanaka, Takahiro Suzuki, Yosuke Hosoya, Masahisa Nakada

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Construction of the ABCD ring system of (-)-FR182877 via the intramolecular Diels-Alder (IMDA) reaction and the highly diastereoselective intramolecular hetero-Diels-Alder (IMHDA) reaction is described. The IMHDA reactions of the substrates incorporating the oxabutadiene with the E- or Z-alkene were examined, revealing that the sole product was obtained from both substrates and the E-alkene geometry was found to be crucial to obtaining the desired product.

Original languageEnglish
Pages (from-to)6488-6492
Number of pages5
JournalTetrahedron Letters
Issue number37
Publication statusPublished - 2007 Sep 10


ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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