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Synlett 2014; 25(5): 603-607
DOI: 10.1055/s-0033-1340467
DOI: 10.1055/s-0033-1340467
synpacts
Efficient and Stereoselective Nitration of Olefins with AgNO2 and TEMPO
Further Information
Publication History
Received: 08 October 2013
Accepted: 21 November 2013
Publication Date:
13 January 2014 (online)
Abstract
Synthetic utility of nitroolefins in fundamental organic synthesis has inspired us to develop a method to access nitroolefins stereoselectively starting from olefins. Silver nitrite along with catalytic TEMPO was found to be the reagent combination of choice. The method enjoys a broad scope and functional-group tolerance while nitroolefins are obtained in high yields with excellent E-selectivity.
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