913066-79-2Relevant academic research and scientific papers
Synthesis of the C29-C37 bicyclic ether core of (+)-sorangicin A
Crimmins, Michael T.,Haley, Matthew W.
, p. 4223 - 4225 (2007/10/03)
(Chemical Equation Presented) Construction of the unique bicyclic bis-ether core of the macrolide (+)-sorangicin A has been achieved. This fragment was prepared by utilizing a one-pot cascade of three bond forming events. An epoxide opening of the epoxy tosylate 2 led to the formation of the tetrahydropyran and subsequently to a second epoxide. Finally, a second epoxide opening closed the tetrahydrofuran ring. The bicyclic fragment was synthesized in just nine steps from (E)-cinnamaldehyde.
