An enantioselective strategy to macrocyclic bisindolylmaleimides. An efficient formal synthesis of LY 333531.
[reaction: see text]. The ability to employ a bromo alcohol as a nucleophile in a palladium-catalyzed dynamic kinetic asymmetric transformation leads to an efficient synthesis of a selective PKC inhibitor under clinical development.
Trost
B M
BM
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@leland.stanford.edu
Tang
W
W
D002384:Catalysis; D004791:Enzyme Inhibitors / Q000138:chemical synthesis; D007211:Indoles / Q000138:chemical synthesis*; D008301:Maleimides / Q000138:chemical synthesis*; D015394:Molecular Structure; D010165:Palladium; D011493:Protein Kinase C / Q000037:antagonists & inhibitors; D013237:Stereoisomerism
D004791:Enzyme Inhibitors; D007211:Indoles; D008301:Maleimides; D010165:Palladium; C099154:ruboxistaurin; D011493:Protein Kinase C