149707-07-3Relevant academic research and scientific papers
Palladium(II)-Assisted Difunctionalization of Monoolefins: Total Synthesis of (+)-Negamycin and (-)-5-epi-Negamycin
Masters, John J.,Hegedus, Louis S.
, p. 4547 - 4554 (2007/10/02)
(+)-Negamycin and (-)-5-epi-negamycin were synthesized by a process involving the palladium(II)-assisted alkylation of an optically active ene carbamate followed by carbonylative coupling to a trialkylvinyltin.The synthesis of (+)-negamycin was completed in 15 steps with an overall yield of 13percent.The synthesis of (-)-5-epi-negamycin was completed in 12 steps with an overall yield of 20percent.In preparing these compounds, a highly diastereoselective reduction of an unsaturated ketone and an efficient intramolecular Mitsunobu reaction were also carried out.
