New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines

Moore, Stephen P. and Coote, Susannah C. and O'Brien, Peter and Gilday, John (2006) New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines. Organic Letters, 8 (22). pp. 5145-5148. ISSN 1523-7060

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Abstract

A new three-step route to azaspirocycles involving the organolithium-mediated conversion of beta-alkoxy aziridines into substituted cyclopentenyl amines, hydroboration, and cyclization has been developed. The methodology is utilized in the construction of the pentacyclic ring system of cephalotaxine.

Item Type:
Journal Article
Journal or Publication Title:
Organic Letters
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1300/1303
Subjects:
?? alpha-lithiation-rearrangementformal total-synthesisintramolecular cyclopropanationreductive alkylationefficient synthesisepoxidescephalotaxine(-)-cephalotaxineringbutyllithiumbiochemistryorganic chemistryphysical and theoretical chemistry ??
ID Code:
72303
Deposited By:
Deposited On:
05 Jan 2015 11:18
Refereed?:
Yes
Published?:
Published
Last Modified:
15 Jul 2024 14:57