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Total Synthesis of Peloruside A

$35,065F32FY2004GMNIH

University Of North Carolina Chapel Hill, Chapel Hill NC

Investigators

Abstract

[unreadable] DESCRIPTION (provided by applicant): Peloruside A is a recently isolated, cytotoxic, macrolide harvested from Mycale marine sponges off the coast of New Zealand. This compound has been shown to be cytotoxic to a variety of cancerous cell lines in vitro and warrants further evaluation as a potential pharmacological agent. Unfortunately, supplies of this biologically active compound are limited and full testing awaits total synthetic efforts. This proposal seeks to provide a synthetic route to peloruside A that is expeditious, convergent and amenable to scale-up. In addition, this proposal looks to investigate two methods of organic synthesis; asymmetric glycolate aldol condensations and a novel, titanocene-promoted Reformatsky addition. [unreadable] [unreadable]

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