Judd, Ted Charles, authorWilliams, Robert M., advisor2022-11-282022-11-282003https://hdl.handle.net/10217/235865The total synthesis of the natural products (+)-FR66979 and (+)-FR900482 is presented. The synthesis features a novel dimethyldioxirane-mediated reaction for construction of the hydroxylamine hemiketal functionality and represents the shortest total synthesis reported to date. The synthesis of a photo-triggered mitosene progenitor based on the natural products (+)-FR66979 and (+)-FR900482 has also been described. Biochemical studies demonstrate the capacity of the mitosene progenitor to form DNA interstrand cross-links upon photo-activation. Furthermore, the cross-links have been shown to share the identical sequence specificity as the natural products.doctoral dissertationsengCopyright and other restrictions may apply. User is responsible for compliance with all applicable laws. For information about copyright law, please see https://libguides.colostate.edu/copyright.Enantioselective catalysisAntineoplastic agentsOrganic compounds -- SynthesisConcise enantioselective synthesis of (+)-FR66070 and (+)-FR900482 and the synthesis and biochemical studies of a photo-triggered FR900482 mitosene progenitorText