マイクロスケール Cross Metathesis/CD・FDCD プロトコルによる新規天然物絶対配置決定法 Combined Cross Metathesis/CD・FDCD Protocols in Natural Products Research : Micro-scale Approach for Configurational Analysis

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A micro-scale chemical/CD (FDCD) exciton chirality protocol has been realized for determining the absolute configuration of C=C double bond containing compounds. This method is based on the conversion of the preexisting and/or introduced double bonds into the <I>p</I>-substituted styrenoid chromophores and/or fluorophores via cross olefin metathesis, that function as the new CD and FDCD reporter groups. The method has been applied to a variety of natural and synthetic compounds, i.e., (i) allylic alcohols and amines, (ii) macro-cyclic molecules, (iii) unstable alcohols where acylation by Mosher's acid fail, (iv) chiral molecules bearing no other functional groups than ene moieties, in which other methods are not accessible, (v) substrates bearing the sterically hindered hydroxyls, and (vi) large compounds where two hydroxyls are separated by a long distance. Based on the established method, the configurational assignment of gymnocin-B, a new polyether marine natural product containing 15 contiguous polyether skeleton, has been realized.

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  • 有機合成化学協会誌 : JOURNAL OF Synthetic Organic Chemistry JAPAN

    有機合成化学協会誌 : JOURNAL OF Synthetic Organic Chemistry JAPAN 64(4), 382-394, 2006-04-01

    The Society of Synthetic Organic Chemistry, Japan

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各種コード

  • NII論文ID(NAID)
    10018131641
  • NII書誌ID(NCID)
    AN0024521X
  • 本文言語コード
    JPN
  • 資料種別
    ART
  • ISSN
    00379980
  • NDL 記事登録ID
    7921752
  • NDL 雑誌分類
    ZP11(科学技術--化学・化学工業--有機化学・有機化学工業)
  • NDL 請求記号
    Z17-256
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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