Unified strategy for the synthesis of C-aryl glycosides
2003 ◽
Vol 75
(1)
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pp. 63-70
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Keyword(s):
A unified approach for the synthesis of the four major groups of C-aryl glycosides has been developed. The strategy incorporates two integrated approaches, the first of which features the [4+2] cycloaddition of a glycosyl furan with a substituted benzyne followed by the acid-catalyzed opening of the resultant adduct. The second route involves the sequential palladium-catalyzed opening of a benzyne-furan cycloadduct with an iodo glycal followed by oxidation of the resultant dihydronaphthol ring and reduction of the glycal moiety. The utility of this strategy has been established by a concise formal synthesis of the C-aryl glycoside antibiotic galtamycinone.
2003 ◽
Vol 44
(5)
◽
pp. 1075-1077
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1988 ◽
Vol 29
(52)
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pp. 6935-6938
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