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Synthesis of (±)-Acetylnorloline via Stereoselective Tethered Aminohydroxylation

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Figshare2016-02-23 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Synthesis_of_Acetylnorloline_via_Stereoselective_Tethered_Aminohydroxylation/2687227
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Loline alkaloids exhibit a strained ether-bridged pyrrolizidine skeleton and possess insecticidal and insect antifeedant properties. The synthesis of acetylnorloline, a prototypical member of the alkaloid family, is described. Central to the route is a stereoselective tethered aminohydroxylation (TA) of a homoallylic carbamate. Allylic (A1,3) strain is exploited to enforce diastereofacial selectivity during the aminohydroxylation.
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2016-02-23
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