Synthesis of spirocyclic heterocycles from α,β-unsaturated N-acyliminium ions

Author:

Thaima Thanphat1234ORCID,Yazici Arife1234,Auranwiwat Chiramet12345ORCID,Willis Anthony C.6784ORCID,Wille Uta91011124ORCID,Limtharakul Thunwadee513141516ORCID,Pyne Stephen. G.1234ORCID

Affiliation:

1. School of Chemistry and Molecular Bioscience

2. University of Wollongong

3. Wollongong

4. Australia

5. Department of Chemistry

6. Research School of Chemistry

7. Australian National University

8. Canberra

9. School of Chemistry

10. Bio21 Institute

11. University of Melbourne

12. Parkville

13. Faculty of Science

14. and the Research Center on Chemistry for Development of Health Promoting Products from Northern Resources

15. Chiang Mai University

16. Chiang Mai 50200

Abstract

The reactions of α,β-unsaturated N-acyliminium ions, generated in situ from 4(S)-O-substitutedhydroxy-5-hydroxy-5-vinyl-N-alkylpyrrolidin-2-ones, with allylsilanes and indoles leading to the formation of spirocyclic heterocycles, are reported.

Funder

Australian Research Council

University of Wollongong

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

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