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- W2883916615 endingPage "5374" @default.
- W2883916615 startingPage "5355" @default.
- W2883916615 abstract "Novel pyranose derivatives that display Ferrier‐ and Ferrier‐Nicholas‐like reactivity have been designed. These systems: 1‐ C ‐alkynyl‐2‐deoxy‐2‐ C ‐methylene pyranosides (Ferrier), and their corresponding dicobalthexacarbonyl alkenyl derivatives (Ferrier‐Nicholas), which can be accessed by a concise synthetic route from commercially available tri‐ O ‐acetyl‐ d ‐glucal, allow the incorporation of two nucleophiles (at positions C‐3 and C‐2′) in the pyranose ring. The study of these systems has resulted in the discovery of novel reaction patterns that allow, among others, access to open‐chain derivatives, branched pyranosides, 1,6‐anhydro derivatives and, when reacting with indole, access to a new family of tetracyclic indole‐containing carbohydrate derivatives, namely, cyclohepta[ b ]indole‐fused glycals. The latter are, most likely, formed by a bis Ferrier‐type rearrangement followed by an unusual intramolecular 7‐ endo ‐ dig Friedel–Crafts alkenylation of one of the indole moieties by the C‐1 alkyne." @default.
- W2883916615 created "2018-08-03" @default.
- W2883916615 creator A5039197733 @default.
- W2883916615 creator A5051740332 @default.
- W2883916615 creator A5077184853 @default.
- W2883916615 date "2018-08-24" @default.
- W2883916615 modified "2023-10-14" @default.
- W2883916615 title "Diversity-Oriented Synthetic Endeavors of Newly Designed Ferrier and Ferrier-Nicholas Systems Derived from 1-<i>C</i>-Alkynyl-2-deoxy-2-<i>C</i>-Methylene Pyranosides" @default.
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