Regioselectivity of Rhodium(II)-Catalyzed Decomposition of 1-Alkyl-1-(diazoacetyl)alkenes. Synthesis of 2-Alkyl-2-cyclopentenones and 2-Alkylidenecyclopentanones

DOI: 10.1021/jo00025a022

Source and publish data:

Journal of Organic Chemistry p. 7065 - 7070 (1991)

Update date:2022-08-05

Topics: Product Formation Ring Expansion Carbene Insertion

Authors:

Ceccherelli, Paolo

Curini, Massimo

Marcotullio, Maria Carla

Rosati, Ornelio

Wenkert, Ernest

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Article abstract of DOI:10.1021/jo00025a022

The synthesis of 1-alkyl-1-(diazoacetyl)alkenes and their dirhodium tetraacetate catalyzed transformation into 2-cyclopentenones and 2-alkylidenecyclopentanones are described.The competitive, intramolecular carbon-hydrogen insertion at two γ centers is discussed.

Full text of DOI:10.1021/jo00025a022

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