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Synfacts 2013; 9(5): 0503
DOI: 10.1055/s-0033-1338391
DOI: 10.1055/s-0033-1338391
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
Synthesis of Aminoindanes via a Novel C−H Activation–[3+2]-Annulation Strategy
Further Information
Publication History
Publication Date:
17 April 2013 (online)
Significance
Directed ortho C–H functionalization has become a hot topic in organic synthesis in recent years. A novel extension is reported by Nishimura and co-workers, who accomplished an iridium-catalyzed annulation of N-sulfonyl ketimines with 1,3-dienes to provide complex aminoindane derivatives.
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Comment
This transformation tolerates a wide variety of 1,3-diene substrates, and products are afforded in good to excellent yields and high regio- and stereoselectivity. Key to the proposed mechanism is the intramolecular aryl–iridium–π-allyl intermediate D.
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