24 research outputs found

    A flexible strategy for the divergent modification of pleuromutilin

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    International audienceThe complex antibacterial natural product, pleuromutilin, can be directly modified by the radical addition reaction of various xanthates to the unactivated terminal olefin present on C-12

    A concise synthesis of the tricyclic skeleton of pleuromutilin and a new approach to cycloheptenes

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    International audience(Matrix presented) A short synthesis of the tricyclic skeleton of pleuromutilin is reported, featuring an unusually efficient 8-endo-trig radical cyclization of a xanthate precursor. In the course of this study, a one-carbon ring expansion leading to cycloheptenes was uncovered

    Hémisynthèse d'analogues et approches à la synthèse totale de la pleuromutiline

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    PALAISEAU-Polytechnique (914772301) / SudocSudocFranceF

    A mild exchange reaction of xanthates with bromine

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    International audienceSecondary S-alkyl-O-ethyl (or O-neopentyl) xanthates can be converted into the corresponding bromides by heating with ethyl 2-bromo-2-methylpropionate and cumyl peroxide in refluxing chlorobenzene; this transformation can be coupled to a xanthate transfer radical addition to an olefin
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