Total Synthesis of Alanense B via Stereoselective Enolate Alkylation
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https://figshare.com/articles/dataset/Total_Synthesis_of_Alanense_B_via_Stereoselective_Enolate_Alkylation/30171724
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资源简介:
A total synthesis of (±)-alanense B, a unique and
unprecedented
2-aryl substituted cadinane-type sesquiterpenoid that exhibits spontaneous
calcium channel oscillations in primary cultured neocortical neurons,
has been accomplished. Intramolecular Friedel–Crafts acylation
and enolate methylation using KHMDS in 1,2-dimethoxyethane yielded
the pentasubstituted 1-tetralone bearing a quaternary stereogenic
center at the C2 position with complete diastereoselectivity. Cleavage
of three phenolic methyl ethers prior to DDQ oxidation was essential
for reaching the final product.
创建时间:
2025-09-20



