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Synthesis of (±)-Acetylnorloline via Stereoselective Tethered Aminohydroxylation

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NIAID Data Ecosystem2026-03-07 收录
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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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2011-03-04
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