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- Title
Collective Synthesis of Schilancidilactones A, B and Schilancitrilactones A, B, C, 20‐epi‐Schilancitrilactone A.
- Authors
Wang, Hengtao; Wang, Liang; Li, Yihang; Zhang, Xiunan; Tang, Pingping
- Abstract
Summary of main observation and conclusion: Schisandraceae triterpenoids are novel natural products that contain highly fused ring systems bearing multiple chiral centers surrounding. Some of them exhibit promising bioactivities, such as antitumor, anti‐HIV, etc. In this article, we describe our efforts to the collective total synthesis of schilancidilactones A, B, schilancitrilactones A, B, C, and 20‐epi‐schilancitrilactone A from common precursors. An intramolecular radical cyclization, late‐stage halogenation and AIBN‐mediated or Ni‐catalyzed intermolecular radical cross coupling reaction were employed as the key steps. The collective total synthesis of schilancidilactones A, B, schilancitrilactones A, B, C, and 20‐epi‐schilancitrilactone A were accomplished. The key steps include intermolecular radical cyclization, late‐stage halogenation, intermolecular cross coupling of alkyl halide with vinyl stannane.
- Subjects
SCHISANDRACEAE; TRITERPENOIDS; ANTINEOPLASTIC agents; HALOGENATION; HALOALKANES
- Publication
Chinese Journal of Chemistry, 2019, Vol 37, Issue 3, p255
- ISSN
1001-604X
- Publication type
Article
- DOI
10.1002/cjoc.201800557