Ribosylation of uracils

A-Alkylation of 0-silylated derivatives," for example with glycosyltrifluoro-acetimidates, " is an important method for unambiguous A-alkylation," especially for ribosylation of uracils."" ... 

Stereospeciflc ribosylation of uracils and other pyrimidine bases can be carried out by attachment to the... 

Alternative methods for A-alkylation include heating with trimethyl phosphate and the alkylation of 0-silylated derivatives, which is an important method for unambiguous A-alkylation especially ribosylation of uracils ribosylation is subject to the same stereochemical difficulties as in purine chemistry (for further discussion see section 24.2.1.2). 

Stereospecific ribosylation of uracils and other pyrimdine bases has been carried out by attachement to the 5-hydroxymethyl substitutent of the sugar, followed by internal delivery to C-2. ... 

Ribosylation of uracils is usually carried out via bis-silyl derivatives and is subject to the same stereochemical difficulties as purine ribosylation (for further discussion see section 23.2.1.2). 3-Pyridazinones alkylate cleanly on N-2 under phase-transfer conditions but the regiochemistry of uracil alkylation is sometimes difficult to control. 

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See also in sourсe #XX -- [ , ]

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