Tetrahedron letters

Two methods for the preparation of 2-cyclohexenones from resin-bound 1, 3-cyclohexanedione

ME Fraley, RS Rubino

文献索引：Fraley, Mark E.; Rubino, Robert S. Tetrahedron Letters, 1997 , vol. 38, # 19 p. 3365 - 3368

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被引用次数: 33

摘要

The addition of organolithium or Grignard reagents to vinylogous ester resin 1 followed by mild hydrolysis of product resins 2 provides 3-alkyl-2-cyclohexenones in high purity (> 95%). Alternatively, conversion of 1 to vinyl triflate resin 4 followed by palladium-mediated couplings with aryl boronic acids and hydrolysis furnishes 3-aryl-2-cyclohexenones in lower yield, but exceptional purity.