Direct polynitroaliphatic alcohol addition to alkenes. 2. One-step synthesis of. beta.-substituted polynitroalkyl vinyl ethers via an alternative transetherification pathway

SA Shackelford, RR McGuire…

Index: Shackelford, Scott A.; McGuire, Raymond R.; Cochoy, Robert E. Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2950 - 2953

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Citation Number: 4

Abstract

9 10 reaction produces mainly monoadduct 9 and diadduct 10 products (Table I). Transition from an addition reaction pathway to the transetherification is achieved by using the mercury (I1) oxide catalyst in place of either mercury sulfate salt. Pure HgO catalyst with 1 and 2 produces 5 in 20-30% yield before product degradation occurs with prolonged reaction times. 3 Introduction of the trifluoroacetic acid cocatalyst, however, drastically increases ...