Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
D- and L-(diethoxyphosphoryl)difluoromethyl nucleoside analogues 10 have been synthesized using the building block approach, starting from chiral fluorinated molecules. The key steps of the synthetic sequence were condensation of 2-methyl-5-(4-methylphenylsulfinyl)pent-2-ene (1) and ethyl 2-(diethoxyphosphoryl)-2,2-difluoroacetate (2), reduction of the thus formed ketones 3 to alcohols 4, reductive removal of the sulfur moiety to give hydroxy phosphonates 6, and oxidative cyclization to give furanose derivatives 8.
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