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Synthesis of (−)-Cytisine Using a 6-<i>endo</i> aza-Michael Addition

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NIAID Data Ecosystem2026-03-10 收录
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An asymmetric synthesis of (−)-cytisine has been achieved. The piperidine C-ring was formed using a stereodivergent intramolecular 6-endo aza-Michael addition. The B-ring was established by intramolecular pyridine N-alkylation. The absolute stereochemistry was established by an Evans acyl oxazolidinone enolate alkylation reaction that proceeded with an unexpected stereochemical outcome due to participation of the pyridine nitrogen lone pair.

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2018-07-31
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