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Multifunctional chiral phosphine-catalyzed [3+2] annulation of Morita–Baylis–Hillman carbonates with cyclopentenones: asymmetric synthesis of 4-oxo-hexahydropentalenes

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Abstract

A multifunctional chiral phosphine-catalyzed enantioselective [3+2] annulation of Morita–Baylis–Hillman carbonates with cyclopentenones provides a direct approach to access functional 4-oxo-1,3a,4,5,6,6a-hexahydropentalene compounds. Moderate to good yields and excellent enantioselectivities (>90% ee) were obtained for a series of substrates under mild reaction conditions.

Graphical abstract: Multifunctional chiral phosphine-catalyzed [3+2] annulation of Morita–Baylis–Hillman carbonates with cyclopentenones: asymmetric synthesis of 4-oxo-hexahydropentalenes

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Publication details

The article was received on 31 Oct 2017, accepted on 05 Dec 2017 and first published on 05 Dec 2017


Article type: Communication
DOI: 10.1039/C7CC08380G
Citation: Chem. Commun., 2018, Advance Article
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    Multifunctional chiral phosphine-catalyzed [3+2] annulation of Morita–Baylis–Hillman carbonates with cyclopentenones: asymmetric synthesis of 4-oxo-hexahydropentalenes

    C. Wang, Z. Gao, L. Zhou, Q. Wang, Y. Wu, C. Yuan, J. Liao, Y. Xiao and H. Guo, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C7CC08380G

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