We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Synthesis and Absolute Configuration of Demethyl (C-11) Cezomycin.
- Authors
Li, Shao ‐ Gang; Wu, Yikang
- Abstract
The synthesis of (−)-demethyl (C-11) cezomycin was achieved through an efficient route that features the use of a Kulinkovich reaction to couple two multifunctionality-containing fragments and a cascade of of cyclopropanol/1,5-hydrogen shift/desilylation-oxidation. The hidden yet undeniable problem of irreproducible specific rotation for this family of compounds was solved by sufficient acidification. The absolute configuration for the natural product was thus established as the mirror image of the synthetic sample.
- Subjects
ACIDIFICATION; FRANKIA; HORNER-Emmons reaction; TRIMETHYLSILYL compounds; NUCLEAR magnetic resonance; COLUMN chromatography
- Publication
Chemistry - An Asian Journal, 2013, Vol 8, Issue 11, p2792
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.201300623