50 アレニルエーテルの分子内環状付加反応における構造-反応性相関の考察及びPlatyphyllideの合成(口頭発表の部)

• 早川 謙二

  九大・薬:(現)CIBA-GEIGY国際科学研究所

• 麻生 和義

  九大・薬

• 大薄 悟

  九大・薬:(現)第一製薬研究所

• 兼松 顕

  九大・薬

書誌事項

タイトル別名

• 50 STRUCTURE-REACTIVITY RELATIONSHIPS IN INTRAMOLECULAR CYCLOADDITION REACTIONS OF ALLENYLETHERS AND ITS SYNTHETIC STRATEGY FOR THE TOTAL SYNTESIS OF PLATYPHYLLIDE

抄録

Intramolecular cycloadditions of Allenes constitute the versatile methods for the stereocontrolled synthesis of variously functionalized polycyclic compounds. Especially, intramoleclar Diels-Alder reactions using allenic dienophiles can full enjoy the merits of the unique structure of allens and proceed with extraordinary ease. On the basis of this strategy, several new synthtic methodologies were developed; (1) the intramolecular Diels-Alder reaction of allenyl ethers followed by hydration andoxidation provided a new polycyclic lactone synthesis (Scheme 1). This method was successfully applied to the total synthesis of platyphyllide 30(Scheme 5). (2) The allenyl ether bearing a substituent at C-2 position (ex.,1c,1d) underwent the tandem [2+2] cycloaddition and [3,3] sigmatropic rearrangement to produce the novel product having an bicyclo [n.3.11 carbon ring system (ex., 5c, 5d) (Scheme 2).

収録刊行物

• 天然有機化合物討論会講演要旨集

  天然有機化合物討論会講演要旨集 30 (0), 387-394, 1988

  天然有機化合物討論会実行委員会

詳細情報

• CRID: 1390282681049745536
• NII論文ID: 110006678759
• DOI: 10.24496/tennenyuki.30.0_387
• ISSN: 24331856
• 本文言語コード: ja
• データソース種別:
  • JaLC
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可