Synthesis of erythromycin derivatives via the olefin cross-metathesis reaction

…, AJ Junia, AR Haight, W Zhang

Index: Hsu, Margaret C.; Junia, Adam J.; Haight, Anthony R.; Zhang, Weijiang Journal of Organic Chemistry, 2004 , vol. 69, # 11 p. 3907 - 3911

Full Text: HTML

Citation Number: 15

Abstract

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 ...