1202003-89-1Relevant academic research and scientific papers
Synthesis of methoxyfumimycin with 1,2-addition to ketimines
Gross, Patrick J.,Hartmann, Caroline E.,Nieger, Martin,Braese, Stefan
supporting information; experimental part, p. 229 - 232 (2010/04/24)
(Chemical Equation Presented) The synthesis of (±)-methoxyfumimycin, a potential new bacterial peptide deformylase (PDF) inhibitor, is reported. To generate the stereogenic fully substituted carbon, the key step is a 1,2-addition of amethylGrignard reagent to a ketimine. The overall synthetic strategy involves a Dakin oxidation of a vanillin derivative, Friedel-Crafts acylation, Claisen rearrangement, lactonization, and rhodium-catalyzed olefin isomerization.
