Studies on the diastereoselectivity in the IMDA reactions of terminally activated (E,E,E)-nona-1,6,8-trienes

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

研究成果: Article査読

15 被引用数 (Scopus)

抄録

The structure-diastereoselectivity relationships in the IMDA reactions of the terminally activated (E,E,E)-nona-1,6,8-trienes have been studied. It is found that the configuration of the C3 position bearing the protected hydroxyl group is crucial to the diastereoselectivity, and the magnitude of the ratio depends on the relative configuration of the C3-C5 positions. The results obtained in this study including the new successful IMDA reactions would be useful for the stereoselective synthesis of natural products containing a bicyclo[4.3.0]non-2-ene carbon skeleton.

本文言語English
ページ(範囲)1593-1598
ページ数6
ジャーナルTetrahedron Letters
47
10
DOI
出版ステータスPublished - 2006 3 6

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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