Synthesis of (−)-Cytisine Using a 6-<i>endo</i> aza-Michael Addition
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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.
创建时间:
2018-07-31



