Diversity Synthesis of Complex Pyridines Yields a Probe of a Neurotrophic Signaling Pathway

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Diversity Synthesis of Complex Pyridines Yields a Probe of a Neurotrophic Signaling Pathway

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Title: Diversity Synthesis of Complex Pyridines Yields a Probe of a Neurotrophic Signaling Pathway
Author: Kuai, Letian; Gray, B. Lawrence; Wang, Xiang; Brown, Walter C.; Schreiber, Stuart L.

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Citation: Gray, B. Lawrence, Xiang Wang, W. Colby Brown, Letian Kuai, and Stuart L. Schreiber. 2008. Diversity synthesis of complex pyridines yields a probe of a neurotrophic signaling pathway. Organic Letters 10(13): 2621-2624.
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Abstract: Recognizing the value of including complex pyridines in small-molecule screening collections, we developed a previously unexplored [2 + 2 + 2]-cycloaddition of silyl-tethered diynes with nitriles. The tether provides high regioselectivity, while the solvent THF allows catalytic CpCo(CO)2 to be used without exogenous irradiation. One of the resulting bicyclic and monocyclic (desilylated) pyridines was identified as an inhibitor of neuregulin-induced neurite outgrowth (EC50 = 0.30 µM) in a screen that probes a pathway likely to be involved in breast cancers and schizophrenia.
Published Version: doi:10.1021/ol8004936
Other Sources: http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2652409/pdf/
Terms of Use: This article is made available under the terms and conditions applicable to Open Access Policy Articles, as set forth at http://nrs.harvard.edu/urn-3:HUL.InstRepos:dash.current.terms-of-use#OAP
Citable link to this page: http://nrs.harvard.edu/urn-3:HUL.InstRepos:4458152
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