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Total Synthesis of Madindoline A.
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- Hosokawa Seijiro
- Faculty of Pharmaceutical Sciences, Science University of Tokyo
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- Kobayashi Susumu
- Faculty of Pharmaceutical Sciences, Science University of Tokyo
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Description
The total synthesis of madindolin A was achieved. Stereoselective construction of the quaternary carbon in the cyclopentenedione moiety was accomplished by alkylation of dienolate bearing a chiral auxiliary. The coupling of sterically hindered aldehyde 17 and acid-sensitive amine 30 was achieved by developing a new reductive amination method using Sn (OTf)2 and NaBH(OAc)3. After the reductive coupling, the cyclopentenedione skeleton of madindoline was constructed by intramolecular condensation of triketone 5.
Journal
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- Journal of Synthetic Organic Chemistry, Japan
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Journal of Synthetic Organic Chemistry, Japan 59 (11), 1103-1108, 2001
The Society of Synthetic Organic Chemistry, Japan
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Keywords
Details 詳細情報について
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- CRID
- 1390282680253586688
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- NII Article ID
- 10012286262
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- NII Book ID
- AN0024521X
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- COI
- 1:CAS:528:DC%2BD3MXotlKms74%3D
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- ISSN
- 18836526
- 00379980
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- NDL BIB ID
- 5968875
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL Search
- Crossref
- CiNii Articles
- OpenAIRE
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- Abstract License Flag
- Disallowed
