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

Abstract : (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.
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Eric Bacqué, François Pautrat, Samir Zard. A concise synthesis of the tricyclic skeleton of pleuromutilin and a new approach to cycloheptenes. Organic Letters, American Chemical Society, 2003, 5 (3), pp.325-328. ⟨10.1021/ol027312m⟩. ⟨hal-00954820⟩

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