Stereospecific syntheses of 4-methylnaphthoquinol epoxide
β Scribed by John Carnduff; Mushtaq Hafiz; Ronald Hendrie; Francis Monaghan
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 181 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
Epoxidation of 4-methyinaphthoquinol (1) with alkaline hydrogen peroxide and addition of methyllithium to naphthoquinone epoxide both lead stereospecifically to the cis hydroxyepoxide (2).
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## Abstract 2,3,4,6βTetradesoxyβ4β(dimethylamino)βDβ__threo__βhexose (Dβossamine, **7**), the amino sugar fragment from the fungal metabolite ossamycin, and 4βaminoβ2,3,4,6βtetradeoxyβDβ__erythro__βhexose (Dβtolyposamine, **12**), the enantiomeric constituent of the antibiotic tolypomycin, have bee