906802-49-1Relevant articles and documents
A highly efficient asymmetric synthesis of vernakalant
Limanto, John,Ashley, Eric R.,Yin, Jingjun,Beutner, Gregory L.,Grau, Brendan T.,Kassim, Amude M.,Kim, Mary M.,Klapars, Artis,Liu, Zhijian,Strotman, Hallena R.,Truppo, Matthew D.
supporting information, p. 2716 - 2719 (2014/06/09)
A novel synthesis of vernakalant is described. Using inexpensive and readily available reagents, the key transformations involve (1) an efficient zinc-amine-promoted etherification, (2) a highly stereoselective enzyme-catalyzed dynamic asymmetric transamination to set up the two contiguous chiral centers in the cyclohexane ring, and (3) a pyrrolidine ring formation via alkyl-B(OH)2-catalyzed amidation and subsequent imide reduction.
