水酸基のアセタール型保護基の脱保護と他の保護基への直接変換

書誌事項

タイトル別名
  • Mild Deprotection of the Acetal-type Protecting Groups and Direct Transformation to Another One

説明

Protection of the hydroxy group is essential for the total synthesis of the natural products and the mild removal of the protecting group is strongly desirable. We have developed the novel deprotection of the acetal-type protecting groups of hydroxy group such as THP and MOM ethers by the treatment of silyl triflate-pyridine derivative followed by hydrolysis using H2O as a nucleophile to afford the corresponding alcohols. Here, we report the application of the method to the selective deprotection of other acetal-type (MEM, BOM and SEM) protecting groups in the presence of acid-labile functional groups. Furthermore, we developed the direct transformation of MOM ether to BOM and SEM ethers as well as to the alkyl ethers using the nucleophiles such as alcohols and alkyl (aryl) cuprate reagents.

収録刊行物

詳細情報 詳細情報について

  • CRID
    1390282680612161024
  • NII論文ID
    130006997918
  • DOI
    10.14895/hannou.36.0.109.0
  • 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

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