A Formal Total Synthesis of (±)-Kopsihainanine A Using a Raney-Cobalt Mediated Reductive Cyclization Route to Polyhydroquinolines.

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2016
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Abstract
Perhydroquinoline 4, the product of a Raney-cobalt mediated reductive cyclization reaction, was readily converted into the cis-ring-fused perhydroquinoline 15 that could be epimerized to its trans-fused counterpart 2 on sequential treatment with iodosylbenzene then sodium borohydride. Tetracycle 2 is an advanced intermediate associated with a recently reported total synthesis of the alkaloid kopsihainanine A (1).
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tan2016athe Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Tan, Shen H;Banwell, Martin G;Willis, Anthony C;
Journal The Journal of organic chemistry
Year 2016
DOI
10.1021/acs.joc.6b01400
URL
Keywords
hantzsch reaction ionic liquid based organosilica recoverable and reusable catalyst supported fe/porphyrin catalyst

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