An easy entry into berbane and alloyohimbane alkaloids via a 6-exo radical cyclization.

T. Kaoudi (1) , L.D. Miranda (1) , Samir Z. Zard (1, 2)

1 ICSN - Institut de Chimie des Substances Naturelles
2 DCSO - Laboratoire de synthèse organique

[reaction: see text] The pharmacologically important tetracyclic berbane and pentacyclic alloyohimbane structures were prepared efficiently in four steps including a stereoselective 6-exo radical cyclization using xanthates as the radical source.

Domaines: Chimie organique

T. Kaoudi, L.D. Miranda, Samir Z. Zard. An easy entry into berbane and alloyohimbane alkaloids via a 6-exo radical cyclization.. Organic Letters, 2001, 3 (20), pp.3125-7. ⟨10.1021/ol016424v⟩. ⟨hal-00954872⟩