The total synthesis of (-)-ent-Anhydromyriocin 1,2 : a thesis
Institution: | McGill University |
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Department: | Department of Chemistry |
Degree: | PhD |
Year: | 1980 |
Keywords: | Myriocin.; Thermozymocidin.; Antibiotics. |
Record ID: | 1508516 |
Full text PDF: | http://digitool.library.mcgill.ca/thesisfile68579.pdf |
The optical antipode of anhydromyriocin, the (gamma)-lactone derived from the antibiotic myriocin, was synthesized from L-arabinose. The identity of myriocin and thermozymocidin was confirmed, and their relative and absolute stereochemistries were established. In contrast to its natural enantiomer, (-)-ent-anhydromyriocin showed but little antifungal activity.