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Regio- and stereoselective synthesis of functionalized N-Boc-2-alkynylcyclopropylamines

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References

  1. V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov, Russ. Chem. Bull., 2021, 71, 2051; DOI: https://doi.org/10.1007/s11172-021-3318-9.

    Article  Google Scholar 

  2. B. Yu, Acc. Chem. Res., 2018, 51, 507; DOI: https://doi.org/10.1021/acs.accounts.7b00573.

    Article  CAS  Google Scholar 

  3. M. Berlin, C. W. Boyce, M. de Lera Ruiz, J. Med. Chem., 2011, 54, 26; DOI: https://doi.org/10.1021/jm100064d.

    Article  CAS  Google Scholar 

  4. C. M. Marson, Chem. Rev., 2011, 111, 7121; DOI: https://doi.org/10.1021/cr900166w.

    Article  CAS  Google Scholar 

  5. J. W. Corbett, S. S. Ko, J. D. Rodgers, L. A. Gearhart, N. A. Magnus, L. T. Bacheler, S. Diamond, S. Jeffrey, R. M. Klabe, B. C. Cordova, S. Garber, K. Logue, G. L. Trainor, P. S. Anderson, S. K. Erickson-Viitanen, J. Med. Chem., 2000, 43, 2019; DOI: https://doi.org/10.1021/jm990580e.

    Article  CAS  Google Scholar 

  6. F. Gnad, O. Reiser, Chem. Rev., 2003, 103, 1603; DOI: https://doi.org/10.1021/cr010015v.

    Article  CAS  Google Scholar 

  7. J. Salaün, in Small Ring Compounds in Organic Synthesis VI, Vol. 207, Ed. A. de Meijere, Springer, Berlin, Heidelberg, 2000, p 1.

  8. O. O. Sokolova, J. F. Bower, Chem. Rev., 2021, 121, 80; DOI: https://doi.org/10.1021/acs.chemrev.0c00166.

    Article  CAS  Google Scholar 

  9. J. Liu, Y. An, H.-Y. Jiang, Z. Chen, Tetrahedron Lett., 2008, 49, 490; DOI: https://doi.org/10.1016/j.tetlet.2007.11.093.

    Article  CAS  Google Scholar 

  10. S. I. Kozhushkov, K. Wagner-Gillen, A. F. Khlebnikov, A. de Meijere, Synthesis, 2010, 2010, 3967; DOI: https://doi.org/10.1055/s-0030-1258964.

    Article  Google Scholar 

  11. K. N. Shavrin, V. D. Gvozdev, O. M. Nefedov, Russ. Chem. Bull., 2010, 396; DOI: https://doi.org/10.1007/s11172-010-0092-5.

  12. K. N. Shavrin, V. D. Gvozdev, D. V. Budanov, S. V. Yurov, O. M. Nefedov, Mendeleev Commun., 2006, 16, 73; DOI: https://doi.org/10.1070/MC2006v016n02ABEH002267.

    Article  Google Scholar 

  13. V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov, Mendeleev Commun., 2021, 31, 654; DOI: https://doi.org/10.1016/j.mencom.2021.09.020.

    Article  CAS  Google Scholar 

  14. M. Mato, M. Montesinos-Magraner, A. R. Sugranyes, A. M. Echavarren, J. Am. Chem. Soc., 2021, 143, 10760; DOI: https://doi.org/10.1021/jacs.1c05422.

    Article  CAS  Google Scholar 

  15. Pat. WO2008/137779, 2008, Intermune, Inc., Array Biopharma, Inc.

  16. Y. S. Park, P. Beak, Tetrahedron, 1996, 52, 12333; DOI: https://doi.org/10.1016/0040-4020(96)00736-3.

    Article  CAS  Google Scholar 

  17. Y. Ermolovich, M. V. Barysevich, J. Adamson, O. Rogova, S. Kaabel, I. Jarving, N. Gathergood, V. Snieckus, D. G. Kananovich, Org. Lett., 2019, 21, 969; DOI: https://doi.org/10.1021/acs.orglett.8b03955.

    Article  CAS  Google Scholar 

  18. H.-C. Militzer, S. Schömenauer, C. Otte, C. Puls, J. Hain, S. Bräse, A. de Meijere, Synthesis, 1993, 1993, 998; DOI: https://doi.org/10.1055/s-1993-25988.

    Article  Google Scholar 

  19. R. Tanikaga, S. Yamada, T. Nishikawa, A. Matsui, Tetrahedron, 1998, 54, 8933; DOI: https://doi.org/10.1016/S0040-4020(98)00509-2.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    V. D. Gvozdev, K. N. Shavrin & M. P. Egorov

Authors
  1. V. D. Gvozdev
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  2. K. N. Shavrin
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  3. M. P. Egorov
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Corresponding author

Correspondence to V. D. Gvozdev.

Additional information

Dedicated to the Academician of the Russian Academy of Sciences V. A. Tartakovsky on the occasion of his 90th birthday.

No human or animal subjects were used in this research.

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1830–1833, August, 2022.

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Gvozdev, V.D., Shavrin, K.N. & Egorov, M.P. Regio- and stereoselective synthesis of functionalized N-Boc-2-alkynylcyclopropylamines. Russ Chem Bull 71, 1830–1833 (2022). https://doi.org/10.1007/s11172-022-3597-9

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  • DOI: https://doi.org/10.1007/s11172-022-3597-9

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