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Synthetic studies on the bryostatin B-ring

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Title: Synthetic studies on the bryostatin B-ring
Authors: Hummersone, Marc Geoffery
Summary: A completely stereocontrolled asymmetric synthesis of an advanced B-ring synthon for the bryostatin family of antitumour agents is described in this thesis. Noteworthy features of our synthesis include the Smith-Tietze bis-alkylation reaction between 12 and 13 en route to C2-symmetrical ketone 10, and the totally stereoselective conversion of 10 into triol 18 via a Grignard addition tactic. Triol 18 was converted to epoxide 3 in nine steps and an acid-catalysed intramolecular Williamson etherification reaction completed the synthesis of 2.
URL: https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.812685
Database: OpenDissertations
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An: ddu.oai.ethos.bl.uk.812685
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PubType: Dissertation/ Thesis
PubTypeId: dissertation
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  Data: Synthetic studies on the bryostatin B-ring
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  Data: A completely stereocontrolled asymmetric synthesis of an advanced B-ring synthon for the bryostatin family of antitumour agents is described in this thesis. Noteworthy features of our synthesis include the Smith-Tietze bis-alkylation reaction between 12 and 13 en route to C2-symmetrical ketone 10, and the totally stereoselective conversion of 10 into triol 18 via a Grignard addition tactic. Triol 18 was converted to epoxide 3 in nine steps and an acid-catalysed intramolecular Williamson etherification reaction completed the synthesis of 2.
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RecordInfo BibRecord:
  BibEntity:
    Languages:
      – Code: eng
        Text: English
    Subjects:
      – SubjectFull: 616.99
        Type: general
    Titles:
      – TitleFull: Synthetic studies on the bryostatin B-ring
        Type: main
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      – PersonEntity:
          Name:
            NameFull: Hummersone, Marc Geoffery
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      – BibEntity:
          Dates:
            – D: 01
              M: 01
              Type: published
              Y: 2001
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