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Phosphine oxide-Sc(OTf)3 catalyzed enantioselective bromoaminocyclization of tri-substituted allyl N-tosylcarbamates

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Abstract

Phosphine oxide-Sc(OTf)3 catalyzed regio- and enantioselective bromoaminocyclization of tri-substituted allyl N-tosylcarbamates is described. A wide variety of optically active tertiary 5-bromo-1,3-oxazinan-2-ones can be obtained with high regio-and enantioselectivity.

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (21632005, 21172221).

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Authors and Affiliations

  1. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China

    Xiangyu Tan, Hongjie Pan & Hua Tian

  2. University of Chinese Academy of Sciences, Beijing, 100049, China

    Xiangyu Tan, Hongjie Pan & Hua Tian

  3. Institute of Natural and Synthetic Organic Chemistry, Changzhou University, Changzhou, 213164, China

    Yian Shi

  4. Department of Chemistry, Colorado State University, Fort Collins, Colorado, 80523, USA

    Yian Shi

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  1. Xiangyu Tan
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  2. Hongjie Pan
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  3. Hua Tian
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  4. Yian Shi
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Correspondence to Yian Shi.

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Tan, X., Pan, H., Tian, H. et al. Phosphine oxide-Sc(OTf)3 catalyzed enantioselective bromoaminocyclization of tri-substituted allyl N-tosylcarbamates. Sci. China Chem. 61, 656–659 (2018). https://doi.org/10.1007/s11426-017-9192-x

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  • DOI: https://doi.org/10.1007/s11426-017-9192-x

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