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Issue 4, 2016
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Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid

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Abstract

We describe the asymmetric addition of unactivated α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid, generating an all-carbon quaternary stereocenter with broad substrate scope and high enantioselectivity. The products are easily transformed into their corresponding 1,5- and 1,4-ketoaldehyde derivatives, which are both important building blocks in organic synthesis.

Graphical abstract: Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid

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Publication details

The article was received on 04 Nov 2015, accepted on 12 Dec 2015 and first published on 19 Jan 2016


Article type: Edge Article
DOI: 10.1039/C5SC04202J
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Chem. Sci., 2016,7, 2653-2656
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    Asymmetric addition of α-branched cyclic ketones to allenamides catalyzed by a chiral phosphoric acid

    X. Yang and F. D. Toste, Chem. Sci., 2016, 7, 2653
    DOI: 10.1039/C5SC04202J

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