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Allene functionalization via bicyclic methylene aziridines.

ABSTRACT: The oxidative functionalization of olefins is a common method for the formation of vicinal carbon-heteroatom bonds. However, oxidative methods to transform allenes into synthetic motifs containing three contiguous carbon-heteroatom bonds are much less developed. This paper describes the use of bicyclic methylene aziridines (MAs), prepared via intramolecular allene aziridination, as scaffolds for functionalization of all three allene carbons.

SUBMITTER: Boralsky LA

PROVIDER: S-EPMC3090038 | biostudies-literature | 2011 Apr

REPOSITORIES: biostudies-literature

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Allene functionalization via bicyclic methylene aziridines.

Boralsky Luke A LA Marston Dagmara D Grigg R David RD Hershberger John C JC Schomaker Jennifer M JM

Organic letters 20110325 8

The oxidative functionalization of olefins is a common method for the formation of vicinal carbon-heteroatom bonds. However, oxidative methods to transform allenes into synthetic motifs containing three contiguous carbon-heteroatom bonds are much less developed. This paper describes the use of bicyclic methylene aziridines (MAs), prepared via intramolecular allene aziridination, as scaffolds for functionalization of all three allene carbons. ...[more]

PMID: 21438516

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