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Cobalt-Catalyzed Diastereoselective Synthesis of C‑Furanosides. Total Synthesis of (−)-Isoaltholactone

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posted on 06.12.2013, 00:00 by Lionel Nicolas, Eva Izquierdo, Patrick Angibaud, Ian Stansfield, Lieven Meerpoel, Sébastien Reymond, Janine Cossy
An array of C-aryl and C-vinyl furanosides were prepared in good yields and diastereoselectivities from C-halogeno furanosides either with aryl Grignard or with vinyl Grignard using the convenient Co­(acac)3/TMEDA catalytic system. This method is illustrated by the total synthesis of the (−)-isoaltholactone.

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