A general approach to homochiral alpha-amino substituted bromo-heteroaromatics suitable for two-dimensional rapid analogue synthesis

Schultz-Fademrecht, Carsten;Kinzel, Olaf;Marko, Istvan;Pospisil, Tomas;Jones, Philip;et.al.
(2009) Tetrahedron — Vol. 65, n° 45, p. 9487-9493 (2009)

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Authors
  • Schultz-Fademrecht, Carsten
    Author
  • Kinzel, Olaf
    Author
  • Marko, IstvanUCLouvain
    Author
  • Pospisil, TomasUCLouvain
    Author
  • Jones, Philip
    Author
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Abstract
An efficient and general synthesis of homochiral alpha-amino substituted bromo-heteroaromatics B using a diastereoselective 1,2-addition has been developed. The obtained heteroaromatic intermediates allow for a rapid two-dimensional exploration of a new series of histone deacetylase inhibitors, through Suzuki-Miyaura cross-coupling reactions for the introduction of a second aromatic element, followed by global deprotection and derivatization of the amino group. (C) 2009 Published by Elsevier Ltd.
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Citations

Schultz-Fademrecht, C., Kinzel, O., Marko, I., Pospisil, T., Pesci, S., Rowley, M., & Jones, P. (2009). A general approach to homochiral alpha-amino substituted bromo-heteroaromatics suitable for two-dimensional rapid analogue synthesis. Tetrahedron, 65(45), 9487-9493. https://doi.org/10.1016/j.tet.2009.08.013 (Original work published 2009)