1270942-75-0Relevant academic research and scientific papers
Synthesis of the cytotrienin A core via metal catalyzed C-C coupling
Roessle, Michael,Del Valle, David J.,Krische, Michael J.
supporting information; experimental part, p. 1482 - 1485 (2011/05/15)
A synthetic approach to the C17-benzene ansamycins via metal catalyzed C-C coupling is described. Key bond formations include direct iridium catalyzed carbonyl crotylation from the alcohol oxidation level followed by chelation-controlled Sakurai-Seyferth dienylation to form the stereotriad, which is attached to the arene via Suzuki cross-coupling. The diene-containing carboxylic acid is prepared using rhodium catalyzed acetylene-aldehyde reductive C-C coupling mediated by gaseous hydrogen. Finally, ring-closing metathesis delivers the cytotrienin core.
