Total Synthesis of Putative 11-epi-Lyngbouilloside Aglycon

نویسندگان

  • Amandine Kolleth
  • Julian Gebauer
  • Abdelatif ElMarrouni
  • Raphael Lebeuf
  • Céline Prévost
  • Eric Brohan
  • Stellios Arseniyadis
  • Janine Cossy
چکیده

We report here the total synthesis of 11-epi-lyngbouilloside aglycon. Our strategy features a Boeckman-type esterification followed by a RCM to form the 14-membered ring macrolactone and a late-stage side chain introduction via a Wittig olefination. Overall, the final product was obtained in 20 steps and 2% overall yield starting from commercially available 3-methyl-but-3-enol. Most importantly, the strategy employed is versatile enough to eventually allow us to complete the synthesis of the natural product and irrevocably confirm its structure.

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عنوان ژورنال:

دوره 4  شماره 

صفحات  -

تاریخ انتشار 2016