Synthesis of the C21-C34 fragment of antascomicin B
by Hutchison, John Michael; Gibson, Andrew S.; Williams, David T.; McIntosh, Matt 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 beta-configuration. The fragment possesses 7 of the 11 fixed stereocenters contained in the natural product. (C) 2011 Elsevier Ltd. All rights reserved.
- Journal
- Tetrahedron Letters
- Volume
- 52
- Issue
- 48
- Year
- 2011
- Start Page
- 6349
- ISBN/ISSN
- 1873-3581; 0040-4039
- PMID
- 22199407
- DOI
- 10.1016/j.tetlet.2011.09.027