Issue 3, 2018

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

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

Supplementary files

Article information

Article type
Communication
Submitted
31 Oct 2017
Accepted
05 Dec 2017
First published
05 Dec 2017

Chem. Commun., 2018,54, 279-282

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, 54, 279 DOI: 10.1039/C7CC08380G

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