Total synthesis of (±)-applanatumol B

[Display omitted] Total synthesis of (±)-applanatumol B has been achieved in in 8 steps from known compound 8 in 5.0% overall yield. The key step features an acid induced cyclization to construct 5/5/6 tricyclic skeleton. Incorporation of dimethyl malonate into the pentane ring simplifies the synthe...

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Bibliographic Details
Published in:Tetrahedron letters 2023-07, Vol.124, p.154584, Article 154584
Main Authors: Liu, Yu-Liang, Deng, Tuo, Sui, He-Lin, Zhou, Min, Qin, Hong-Bo
Format: Article
Language:English
Subjects:
Applanatumol B
Total synthesis
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Summary:[Display omitted] Total synthesis of (±)-applanatumol B has been achieved in in 8 steps from known compound 8 in 5.0% overall yield. The key step features an acid induced cyclization to construct 5/5/6 tricyclic skeleton. Incorporation of dimethyl malonate into the pentane ring simplifies the synthesis by reducing stereocenters to two.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2023.154584