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Journal of the Chemical Society (Resumed)

1256. Allenes. Part X. The Claisen–Cope rearrangement of propargyl vinyl systems

DK Black, SR Landor

文献索引:Black,D.K.; Landor,S.R. Journal of the Chemical Society, 1965 , p. 6784 - 6788

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被引用次数: 25

摘要

The Claisen rearrangement of propargyl vinyl ethers provides a new general method for the synthesis of allenic aldehydes. Boron trichloridecatalysed rearrangement of phenyl propargyl ethers gave only starting material and fission products. Cope rearrangement of a propargylvinylmalonic ester gave moderate yields of the allenic malonic ester together with fission products. The mechanistic implications of these reactions are discussed.