ISSN:
1434-193X
Keywords:
Fluorine
;
Sulfoxides
;
Nucleotide analogues
;
Asymmetric synthesis
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
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.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
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