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Synthesis of the 5–6–7 Tricyclic Core of Daphnicyclidin-Type Alkaloids via a Tiffeneau–Demjanov Ring Enlargement Strategy

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NIAID Data Ecosystem2026-05-01 收录
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https://figshare.com/articles/dataset/Synthesis_of_the_5_6_7_Tricyclic_Core_of_Daphnicyclidin-Type_Alkaloids_via_a_Tiffeneau_Demjanov_Ring_Enlargement_Strategy/24260274
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An expedient construction of the 5–6–7 tricyclic core of daphnicyclidin-type alkaloids is described. The synthetically challenging cycloheptanone C ring was constructed via a Tiffeneau–Demjanov ring enlargement reaction from a 5–6–6 tricyclic precursor commonly found in calyciphylline A-type alkaloids. Other key transformations included Davis oxidation, 1,2-addition, oxidation, and dehydration to elaborate the essential cyclcohept-2-enone motif.
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2023-10-06
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