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A chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction through a kinetic resolution of MBH alcohols: highly enantioselective synthesis of three-dimensional heterocyclic compounds

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Abstract

In this communication, a chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction of unmodified Morita–Baylis–Hillman alcohols with azomethine imines has been achieved through a kinetic resolution of MBH alcohols under mild conditions, giving pharmaceutically interesting functionalized hetero-bicyclo[3.3.1]nonane derivatives in good to excellent yields with excellent enantioselectivities.

Graphical abstract: A chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction through a kinetic resolution of MBH alcohols: highly enantioselective synthesis of three-dimensional heterocyclic compounds

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Publication details

The article was received on 16 Jul 2019, accepted on 07 Aug 2019 and first published on 07 Aug 2019


Article type: Communication
DOI: 10.1039/C9CC05483A
Chem. Commun., 2019, Advance Article

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    A chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction through a kinetic resolution of MBH alcohols: highly enantioselective synthesis of three-dimensional heterocyclic compounds

    L. Zhou, Y. Zeng, X. Gao, Q. Wang, C. Wang, B. Wang, W. Wang, Y. Wu, B. Zheng and H. Guo, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC05483A

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