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

Eric Bacqué (1) , François Pautrat (2) , Samir Z. Zard (2)

1 AVENTIS Pharma
2 DCSO - Laboratoire de synthèse organique

(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.

Domains: Organic chemistry

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