13β-Hydroxylation of Milbemycins by Selenium Dioxide
- 1 December 1992
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 65 (12) , 3300-3307
- https://doi.org/10.1246/bcsj.65.3300
Abstract
Introduction of a hydroxyl group to milbemycin nucleus was examined. Starting from 5-oxo-5-deoxymilbemycins, 13β-hydroxy-5-oxo-5-deoxymilbemycins were obtained stereo- and regioselectively by selenium dioxide oxidation in formic acid and subsequent acidic hydrolysis. The stereochemistry of the hydroxyl group was elucidated by 1H NMR study.This publication has 22 references indexed in Scilit:
- Avermectins and milbemycins Part IChemical Society Reviews, 1991
- Avermectins, A Novel Class of Compounds: Implications for Use in Arthropod Pest ControlAnnual Review of Entomology, 1991
- Avermectins and milbemycins Part IIChemical Society Reviews, 1991
- LL-F28249 antibiotic complex: A new family of antiparastic macrocyclic lactones. Isolation, characterization and structures of LL-F28249 .ALPHA., .BETA., .GAMMA., .LAMBDA..The Journal of Antibiotics, 1988
- Avermectins and milbemycinsNatural Product Reports, 1986
- Milbemycins, a new family of macrolide antibiotics. Structure determination of milbemycins D,E,F,G,H,J and K.The Journal of Antibiotics, 1983
- Milbemycins,a new family of macrolide antibiotics: Producing organism and its mutants.The Journal of Antibiotics, 1983
- Avermectins. Structure determinationJournal of the American Chemical Society, 1981
- Ivermectin, a new broad-spectrum antiparasitic agentJournal of Medicinal Chemistry, 1980
- Milbemycins, a new family of macrolide antibiotics: Fermentation, isolation and physico-chemical properties.The Journal of Antibiotics, 1980