title: Access to the pactamycin core via an epoxide opening cascade.
abstract: A synthetic strategy to establish five contiguous stereocenters, in a stereocontrolled manner, on the core structure of pactamycin is described. This sequence exploits the use of a Lewis acid mediated epoxide opening cascade to set the relative configuration of the C4-C5 diol while reversing the configuration at C7. This sequence provides the oxygenated core of pactamycin in just 11 steps.
authors: Department of Chemistry, University of Utah , Salt Lake City, Utah 84112, United States.
authors: Travis J
authors: TJ
authors: Haussener
authors: Ryan E
authors: RE
authors: Looper
mesh_terms: D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry*; D058116:Lewis Acids / Q000737:chemistry*; D015394:Molecular Structure; D010142:Pactamycin / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D004852:Epoxy Compounds; D058116:Lewis Acids; D010142:Pactamycin