Olefin cross metathesis (CM) was applied to the synthesis of 6-O-substituted erythromycin derivatives. The reactions were catalyzed by transition metal alkylidene complexes, particularly bis (tricyclohexylphosphine) benzylidine ruthenium (IV) dichloride (Grubbs' first- generation catalyst). This approach allowed for the elaboration of the 6-O-allyl group of highly functionalized macrolides at various stages of the synthetic sequence, affording 6-O ...
[Gordillo, Alvaro; Ortuno, Manuel A.; Lopez-Mardomingo, Carmen; Lledos, Agusti; Ujaque, Gregori; De Jesus, Ernesto Journal of the American Chemical Society, 2013 , vol. 135, # 37 p. 13749 - 13763]
[Gogsig, Thomas M.; Sobjerg, Lina S.; Lindhardt, Anders T.; Jensen, Kim L.; Skrydstrup, Troels Journal of Organic Chemistry, 2008 , vol. 73, # 9 p. 3404 - 3410]