Addition of Molecular Fluorine to 7-Oxabicyclo(2.2.1)hept-5-ene Derivative and Conversion to Fluorine Substituted Deoxyhexofuranosides. -Addition of F2 to the 7-oxabicycloheptene (I) yields the exo,exodifluoro adduct (II) in fair yield. (II) can be transformed into pyrimidine nucleoside analogues s
Addition of molecular fluorine to 7-oxabicyclo[2.2.1]hept-5-ene derivative and conversion to fluorine substituted deoxyhexofuranosides
β Scribed by Akemi Toyota; Minaho Uchiyama; Chikara Kaneko
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 550 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0040-4020
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β¦ Synopsis
Addition of molecular fluorine m 7-oxabicyclo[2.2.1]hept-2-ene derivative (1) has been found to give exo,exo-difluoro adduct in fair yield. The adduct was converted to various 2,3-difluefo ribofuranosides and 2,3-ditlu~o dbofunmosyl acetate derivatives were transformed selectively to [~pyrimidine nueleoside analogs v/a unique glycosilatim process in the presence of TMSBr.
π SIMILAR VOLUMES
## one (25) and their ethylene acetals 24 and 26, respectively, were derived from the Diels-Alder adduct of furan to I-cyanovinyl acetate (27). The Diels-Alder additions of 26 to dimethyl acetylenedicarboxylate, to methyl propynoate, to N-phenylmaleimide, and to methyl acrylate were highly exo-fac
## Abstract For Abstract see ChemInform Abstract in Full Text.
The I-dimethoxymethyl-5,6-dimethylidene-7-oxabicyclo[2.2. I jhept-2-ene (9) has been prepared. On treatment with Fe,(CO),, the endocyclic double bond C(2)=C(3) was coordinated first giving the Corresponding exo-Fe(C0)4 complex 10. The latter reacted with Fe,(CO), and afforded cis-heptacarbonyl-p -[(