4.8 Article

Asymmetric amine-intercepted nazarov cyclization

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 129, 期 23, 页码 7256-+

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AMER CHEMICAL SOC
DOI: 10.1021/ja0718873

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  1. NIGMS NIH HHS [R01 GM057873-06, R01 GM057873, GM57873] Funding Source: Medline

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The chiral auxiliary directed addition of a propargyllithium reagent to a morpholino enamide, followed by exposure of the adduct to activated dry Florisil in the absence of solvent and in the presence of a primary or secondary amine, leads to a cascade of reactions that results in the formation of an aminocyclopentenone as a single diastereoisomer. The reaction can also be conducted intramolecularly.

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