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Chemoselective allene aziridination via Ag(I) catalysis.

ABSTRACT: Allene aziridination generates useful bicyclic methylene aziridine scaffolds that can be flexibly transformed into a range of stereochemically complex and densely functionalized amine-containing stereotriads. The scope of this chemistry has been limited by the poor chemoselectivity that often results when typical dinuclear Rh(II) catalysts are employed with homoallenic carbamates. Herein, Ag(I) catalysts that significantly improve the scope and yield of bicyclic methylene aziridines that can be prepared via allene aziridination are described.

SUBMITTER: Rigoli JW

PROVIDER: S-EPMC4490828 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

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Chemoselective allene aziridination via Ag(I) catalysis.

Rigoli Jared W JW Weatherly Cale D CD Vo Brian T BT Neale Samuel S Meis Alan R AR Schomaker Jennifer M JM

Organic letters 20121224 2

Allene aziridination generates useful bicyclic methylene aziridine scaffolds that can be flexibly transformed into a range of stereochemically complex and densely functionalized amine-containing stereotriads. The scope of this chemistry has been limited by the poor chemoselectivity that often results when typical dinuclear Rh(II) catalysts are employed with homoallenic carbamates. Herein, Ag(I) catalysts that significantly improve the scope and yield of bicyclic methylene aziridines that can be ...[more]

PMID: 23265391

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