Synthesis of the C21–C34 fragment of antascomicin B
2011
Hutchison, John M. | Gibson, Andrew S. | Williams, David T. | McIntosh, Matthias C.
The C21–C34 fragment of the potent FKBP12-binding macrolide antascomicin B was prepared using Ireland-Claisen and allylic diazene rearrangements to establish the C26/C27 and the C23 stereocenters, respectively. Directed hydrogenation installed the C29 β-configuration. The fragment possesses 7 of the 11 fixed stereocenters contained in the natural product.
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