AI Article Synopsis

  • The study introduces the first successful creation of a beta-C-naphthyl glycoside that can be easily modified into more complex C-aryl glycosides.
  • The synthesis process involves a unique hyperbaric HDA reaction using a new type of 2-vinylnaphthalenic dienophile.
  • The resulting compound is a (+/-)-beta-C-1,5-dibenzyloxynaphthyl 6,6,6-trifluoro-3-amino glycoside, showcasing potential for further chemical transformations.

Article Abstract

The first de novo synthesis of a beta-C-naphthyl glycoside displaying a convenient functionality for subsequent transformations into complex C-aryl glycosides is reported. The synthesis of this (+/-)-beta-C-1,5-dibenzyloxynaphthyl 6,6,6-trifluoro-3-amino glycoside relies on a hyperbaric HDA reaction involving a new 2-vinylnaphthalenic dienophile.

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http://dx.doi.org/10.1021/ol900285wDOI Listing

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