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Unification of Anion Relay Chemistry(ARC) with the Takeda an...

Unification of Anion Relay Chemistry(ARC) with the Takeda and Hiyama/Denmark Cross-Coupling Reactions:Identification of an Effective Silicon-Based Transfer Agent

作     者:Amos B.Smith Ⅲ 

作者单位:Department of ChemistryPenn Center for Molecular Discovery and the Monell Chemical Senses CenterUniversity of PennsylvaniaPhiladelphiaPA19123 

会议名称:《化学使世界更美好——中国化学会第七届有机化学学术会议》

会议日期:2011年

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

关 键 词:Anion Relay Chemistry Natural Product Synthesis Diversity-Oriented Synthesis Brook Rearrangement Cross-Coupling 

摘      要:Anion Relay Chemistry(ARC),an effective multi-component union protocol,recently developed and employed in our laboratory,holds great potential for chemists requiring rapid increase of molecular complexity in a single operation,with precise control of stereogenicity on route to both natural and natural product-like targets for biomedical research. Employing this technique,a large number of diverse structures can be assembled rapidly from a small number of initiating nucleophiles,bifunctional linchpins,and electrophiles in a controlled,multi-component coupling *** to expand the scope of this tactic include the construction of natural products, as well as libraries of natural product-like compounds, which highlight the robust nature of this *** of the ARC tactic,involving both TypeⅠand TypeⅡprotocols,will be presented with illustrations arising from alkaloid and polyketide/macrolide total synthetic ventures currently ongoing in our *** addition,observations regarding the intersection of the ARC TypeⅡprotocol with previously reported reaction pathways, notably in the area of Pd-mediated Takeda and Hiyama/Denmark cross-coupling reactions,will be presented.

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