Ley, SV and Tackett, MN and Maddess, ML and Anderson, JC and Brennan, PE and Cappi, MW and Heer, JP and Helgen, C and Kori, M and Kouklovsky, C and Marsden, SP and Norman, J and Osborn, DP and Palomero, MA and Pavey, JBJ and Pinel, C and Robinson, LA and Schnaubelt, J and Scott, JS and Spilling, CD and Watanabe, H and Wesson, KE and Willis, MC (2009) Total Synthesis of Rapamycin. CHEM-EUR J , 15 (12) 2874 - 2914. 10.1002/chem.200801656.
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For over 30 years, rapamycin has generated a sustained and intense interest from the scientific community as a result of its exceptional pharmacological properties and challenging structural features. In addition to its well known therapeutic value as a potent immunosuppressive agent. rapamycin and its derivatives have recently gained prominence for the treatment of a wide variety of other human malignancies. Herein we disclose full details of our extensive investigation into the synthesis of rapamycin that culminated in a new and convergent preparation featuring a macro-etherification/catechol-templating strategy for construction of the macrocyclic core of this natural product.
|Title:||Total Synthesis of Rapamycin|
|Keywords:||anticancer agents, immunosuppressive agents, macrocyclization, natural products, total synthesis, UNIFIED TOTAL-SYNTHESIS, 1,3-DIOL ACETONIDES, ORGANIC-SYNTHESIS, IMMUNOMODULATORS (-)-RAPAMYCIN, STEREOSELECTIVE CONSTRUCTION, ASYMMETRIC DIHYDROXYLATION, BIOLOGICAL CHARACTERISTICS, ABSOLUTE STEREOCHEMISTRY, STEREOSPECIFIC SYNTHESIS, CHEMOENZYMATIC SYNTHESIS|
|UCL classification:||UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry|
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