By synthesizing two possible diastereomers, the first asymmetric total synthesis of synerazol, an antifungal antibiotic, has been accomplished, allowing determination of its absolute stereochemistry. A more practical second generation route was also established. The key steps are racemization-free deprotection of a TIPS group and introduction of a methyl ether by DMD oxidation of the benzylidene moiety in a substrate having a small protecting group.
|Number of pages||12|
|Journal||Journal of Organic Chemistry|
|Publication status||Published - 2005 Jul 8|
ASJC Scopus subject areas
- Organic Chemistry