The Journal of Organic Chemistry

The oxime rearrangement cyclization. Synthesis of alkylidene-. DELTA. 1-pyrrolines

RE Gawley, EJ Termine

文献索引：Gawley, Robert E.; Termine, Enrico J. Journal of Organic Chemistry, 1984 , vol. 49, # 11 p. 1946 - 1951

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被引用次数: 23

摘要

Appropriately functionalized alkenyl oximes cyclize to A'-pyrrolines when treated with trimethylsilyl polyphosphate (PPSE) in refluxing CC4. The reaction is stereospecific, and the reaction conditions do not cause oxime isomerization at a rate comparable to rearrangement cyclization. Terminators found to be compatible with PPSE are trisubstituted olefins and styryl groups; some vinyl chlorides may be used under more forcing conditions (Pz05/CCl, ...