Metallophosphite‐Induced Nucleophilic Acylation of α,β‐Unsaturated Amides: Facilitated Catalysis by a Diastereoselective Retro [1,4] Brook Rearrangement
Angewandte ChemiePublished 10 March 2005
Mary R. Nahm, Xin Linghu, Justin R. Potnick, Christopher M. Yates, Peter S. White, Jeffrey S. Johnson
Citations14
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Abstract
Die intermolekulare Alkenacylierung von α,β-ungesättigten Amiden mit Acylsilanen unter Metallophosphit-Katalyse liefert hoch diastereoselektiv α-Silyl-γ-ketoamide (siehe Schema). Diese können in die entsprechenden γ-Ketoamide und α-Brom-γ-ketoamide überführt werden. Durch asymmetrische Katalyse wird das γ-Ketoamid in der höchsten bisher für eine intermolekulare Stetter-Reaktion beschriebenen Enantioselektivität zugänglich. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2001/2005/z462795_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
Keywords
Chemistry
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