Total synthesis of the salicylate enamide macrolide oximidine II.
The asymmetric synthesis of the salicylate enamide macrolide oximidine II is reported. The synthesis involves a highly regio- and stereoselective ring-closing metathesis of a bis-diene substrate to construct the macrocyclic triene core. Copper(I)-mediated amidation of a (Z)-vinyl iodide was employed to attach the enamide side chain.
Wang
Xiang
X
Department of Chemistry and Center for Chemical Methodology and Library Development, Boston University, 590 Commonwealth Avenue, Massachusetts 02215, USA.
Porco
John A
JA
D000475:Alkenes / Q000138:chemical synthesis*; D007783:Lactones / Q000138:chemical synthesis*; D008958:Models, Molecular; D008968:Molecular Conformation; D011549:Pseudomonas / Q000737:chemistry
D000475:Alkenes; D007783:Lactones; C442267:oximidine II