Synthesis of cycloalkenones via the intramolecular cyclopropanation of furanyl diazo ketones

A Padwa, TJ Wisnieff, EJ Walsh

文献索引：Padwa, Albert; Wisnieff, Thomas J.; Walsh, Edward J. Journal of Organic Chemistry, 1986 ,  vol. 51,  # 25  p. 5036 - 5038

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被引用次数: 24

摘要

Summary: The reaction of a-diazo ketones derived from furanyl and benzofuranyl propionic acids with rhodium (I1) acetate leads to cycloalkenones in high yield. Mechanistically, the reaction involves addition of the keto carbene to the furanyl? r-bond followed by an electrocyclic ring opening reaction.