Facile Barton-McCombie deoxygenation of alcohols with tetrabutylammonium peroxydisulfate and formate ion
A new method for efficient radical deoxygenation of alcohols is described for preparing bulk chemicals avoiding scale-up problems. Treatment of various thiocarbonyl derivatives with (Bu4N)(2)S2O8 and HCO2Na in DMF afforded the corresponding deoxygenated products in excellent yields. The deoxygenation appears to be initiated by the transfer of a single electron to thiocarbonyl derivatives from CO2.- rather than from SO4-.
- Publisher
- AMER CHEMICAL SOC
- Issue Date
- 2005-07
- Language
- English
- Article Type
- Article
- Keywords
MORPHINE-THEBAINE GROUP; MOLECULAR REARRANGEMENTS; RADICAL REACTIONS; THIOCARBONYL DERIVATIVES; SECONDARY ALCOHOLS; ALKYL-HALIDES; ANALGESICS; XANTHATES; 6,14-ENDO-ETHENOTETRAHYDROTHEBAINE; ERYTHROMYCINS
- Citation
ORGANIC LETTERS, v.7, no.15, pp.3187 - 3190
- ISSN
- 1523-7060
- Appears in Collection
- CH-Journal Papers(저널논문)
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