4.8 Article

Stereoselective Nitration of Olefins with tBuONO and TEMPO: Direct Access to Nitroolefins under Metal-free Conditions

Journal

ORGANIC LETTERS
Volume 15, Issue 13, Pages 3384-3387

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol401426p

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Funding

  1. DST-India
  2. CSIR-India

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Nitroolefins are essential elements for both synthetic chemistry and medicinal research. Despite significant improvements in nitration of olefin an efficient metal-free synthesis remains elusive so far. Herein, we disclose a new set of reagents to access nitroolefins in a single step under metal-free conditions. A wide range of olefins with diverse functionalities has been nitrated in synthetically useful yields. This transformation is operationally simple and exhibits excellent E-selectivity. Furthermore, site selective nitration in a complex setup makes this method advantageous.

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