Synthetic studies on (-)-FR182877: construction of the ABCD ring system via the intramolecular cycloadditions (1)

Takahiro Suzuki, Natsumi Tanaka, Takehiko Matsumura, Yosuke Hosoya, Masahisa Nakada*

*この研究の対応する著者

研究成果: Article査読

10 被引用数 (Scopus)

抄録

Construction of the ABCD ring system of (-)-FR182877 via the highly diastereoselective intramolecular Diels-Alder (IMDA) reaction is described. The IMDA reaction of the α,β-unsaturated aldehyde generated in situ from the corresponding acetal successfully provided the desired product 14 possessing the AB ring system as the single diastereomer. The CD ring system was constructed by the subsequent IMHDA reaction and the additional experiment suggested that the diastereoselectivity of the IMHDA reaction could be related to the E/Z geometry of alkene 17, which was generated in situ from 16.

本文言語English
ページ(範囲)6483-6487
ページ数5
ジャーナルTetrahedron Letters
48
37
DOI
出版ステータスPublished - 2007 9 10

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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