Total asymmetric synthesis of azinomycin A was achieved in 2001 however further investigation is needed to provide alternative pathways for azinomycin B.
This investigation aims to synthesise compounds to then apply gold containing complexes towards the studies in formation of bicyclic aziridines; differing from current syntheses that require long reaction times and employing high temperatures.
Robert S. Coleman is a professor of chemistryat . He hasbeen a member of the faculty in the Department of Chemistry since1996, having moved to Ohio State as an Associate Professor from the, after seven years at that institution. He waspromoted to Full Professor in 2000. Professor Coleman is nationallyand internationally recognized as a leading practitioner in thefield of and , and as a collaborator in a number ofmultidisciplinary research programs. He received his Ph.D. degreeworking with Professor (then at Purdue),completing the first total synthesis of the antitumor agentCC-1065. He wassubsequently an NIH postdoctoral fellow at with Professor , where hecompleted (with M. Paz Cabal), the first total synthesis of theaglycone of the antitumor agent .
TOTAL SYNTHESIS OF THE AZINOMYCINS: ..
The undecose nucleoside antibiotics herbicidin C and aureonuclemycin are biologically highly active and represent challenging targets for total synthesis. Herein, the gradual evolution of our synthetic strategy toward these natural products is described in detail. The initial route encompasses metalate addition chemistry but suffers from poor stereochemical control. In contrast, the ultimately successful strategy benefits from a variety of reagent-controlled stereoselective transformations, including a surprisingly facile and highly diastereoselective -glycosylation process. The presented work also describes new building blocks that might find further application in carbohydrate chemistry.