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Olefin metathesis in the design and synthesis of a globally constrained Grb2 SH2 domain inhibitor

  1. Author:
    Gao, Y.
    Wei, C. Q.
    Burke, T. R.

  2. Author Address

    NCI, Med Chem Lab, DBS, FCRDC, NIH, Frederick, MD 20892 USA. NCI, Med Chem Lab, DBS, FCRDC, NIH, Frederick, MD 20892 USA.
    1. Year: 2001
  2. Journal: Organic Letters
    1. 3
    2. 11
    3. Pages: 1617-1620
  4. Type of Article: Article
  1. Abstract:

    [GRAPHICS] One drawback frequently associated with olefin metathesis-mediated peptide macrocyclization, the loss of side chain functionality at sites of ring closure, may be circumvented by incorporation of side chain functionality within the ring-closing olefin segments, This approach is demonstrated in the preparation of a macrocyclic Grb2 SH2 domain antagonist designed as a conformationally constrained beta -bend mimic.

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