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Total Synthesis and Absolute Configuration Determination of the α‑Glycosidase Inhibitor (3S,4R)‑6-Acetyl-3-hydroxy-2,2-dimethylchroman-4-yl (Z)‑2-Methylbut-2-enoate from Ageratina grandifolia

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Figshare2023-06-14 更新2026-04-28 收录
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https://figshare.com/articles/dataset/Total_Synthesis_and_Absolute_Configuration_Determination_of_the_Glycosidase_Inhibitor_3_i_S_i_4_i_R_i_6-Acetyl-3-hydroxy-2_2-dimethylchroman-4-yl_i_Z_i_2-Methylbut-2-enoate_from_i_Ageratina_grandifolia_i_/23519885
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Herein, we report the first total synthesis of α-glycosidase inhibitor (3R, 4S)-6-acetyl-3-hydroxy-2,2-dimethylchroman-4-yl (Z)-2-methylbut-2-enoate as well as its enantiomer. Our synthesis confirms the chromane structure separately proposed by Navarro-Vazquez and Mata, on the basis of DFT computations. Furthermore, our synthesis allowed us to determine the absolute configuration of the natural compound as (3S, 4R) and not (3R, 4S).
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2023-06-14
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