Gold(I)‐Catalyzed Cascade Cycloadditions between Allenamides and Carbonyl‐Tethered Alkenes: An Enantioselective Approach to Oxa‐Bridged Medium‐Sized Carbocycles

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URI: http://hdl.handle.net/10347/18483
ISSN: 1433-7851
E-ISSN: 1521-3773
DOI: 10.1002/anie.201302713

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2013

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Wiley
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Abstract

Gold standard: Allenamides react with aldehydes or ketones having γ, δ, or ε alkenyl groups, upon activation with suitable gold catalysts, to provide oxa-bridged systems containing seven- to nine-membered carbocycles, in a formal cascade cycloaddition. By using chiral phosphoramidite/gold or bisphosphine/gold catalysts it is possible to obtain the oxa-bridged seven- and eight-membered rings with good to high enantioselectivity

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This is the peer reviewed version of the following article: Faustino, H. , Alonso, I. , Mascareñas, J. L. and López, F. (2013), Gold(I)‐Catalyzed Cascade Cycloadditions between Allenamides and Carbonyl‐Tethered Alkenes: An Enantioselective Approach to Oxa‐Bridged Medium‐Sized Carbocycles. Angew. Chem. Int. Ed., 52: 6526-6530, which has been published in final form at https://doi.org/10.1002/anie.201302713. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions

Keywords

Annulation| Cascade reactions| Homogeneous catalysis| Enantioselective| Gold

Bibliographic citation

Faustino, H. , Alonso, I. , Mascareñas, J. L. and López, F. (2013), Gold(I)‐Catalyzed Cascade Cycloadditions between Allenamides and Carbonyl‐Tethered Alkenes: An Enantioselective Approach to Oxa‐Bridged Medium‐Sized Carbocycles. Angew. Chem. Int. Ed., 52: 6526-6530. doi:10.1002/anie.201302713

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This work was supported by the Spanish MINECO, (SAF2010‐20822‐C02‐01/02, and Consolider‐Ingenio 2010 CSD2007‐00006), ERDF funds, and Xunta de Galicia (INCITE09209084PR, GRC2010/12). H.F. acknowledges the Fundação para a Ciência e Tecnologia (Portugal) and POPH/FSE for a PhD grant (SFRH/BD/60214/2009)

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© 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions

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