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Implementation of Catalytic, Asymmetric Technology Toward the Total Synthesis of Apoptolidin C

Posted on:2013-05-12Degree:Ph.DType:Thesis
University:University of PittsburghCandidate:Hale, James SFull Text:PDF
GTID:2451390008979974Subject:Chemistry
Abstract/Summary:
The total synthesis of apoptolidin C (3), a highly selective cytotoxic macrolide, has been under investigation in our lab. Work completed includes the synthesis of the C1-C11 fragment 29, the macrocyclic core 3b, and the disaccharide subunit 31. These goals have been realized utilizing catalytic, asymmetric reaction methodology including the acyl halide-aldehyde cyclocondensation (AAC) and proline catalyzed dimerization of simple aldehyde starting materials 33-38. *Please refer to dissertation for diagrams.
Keywords/Search Tags:Synthesis
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