4.8 Article

Toward the Synthesis of Yuzurimine-Type Alkaloids: Stereoselective Construction of the Heterocyclic Portions of Deoxyyuzurimine and Macrodaphnine

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ORGANIC LETTERS
卷 21, 期 16, 页码 6337-6341

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02232

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  1. Japanese Society for the Promotion of Science (JSPS)/the Ministry of Education, Culture, Sports, Science, and Technology (MEXT), Japan [25350960]
  2. Kurata Memorial Hitachi Science and Technology
  3. NOVARTIS Foundation (Japan) for the Promotion of Science
  4. Grants-in-Aid for Scientific Research [25350960] Funding Source: KAKEN

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The heterocyclic portions of yuzurimine-type alkaloids, such as deoxyyuzurimine and macrodaphnine, were synthesized by using a stereoselective hydroboration-oxidation reaction to install the C20 methyl group, the intramolecular Mitsunobu reaction to construct the E-ring portion, and the intramolecular S(N)2 reaction to construct the F-ring portion as key steps.

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