Electrocyclic Ring Opening of a β-Lithiocyclopropyloxirane. Generation and Trapping of (2Z,4E)-Cyclohepta-2,4-dienol

DOI: 10.1021/ja00363a020

Source and publish data:

Journal of the American Chemical Society p. 7322 - 7326 (1983)

Update date:2022-07-29

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Authors:

Coates, Robert M.

Last, Larry A.

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Article abstract of DOI:10.1021/ja00363a020

A novel electrocyclic ring opening of a β-lithiocyclopropyloxirane is described.Metalation of exo-7-bromobicyclo<4.1.0>hept-2-ene anti-oxide (3) with n-butyllitium at 0 deg C afforded exo-bicyclo<3.2.0>hept-6-en-2-ol (4).A mechanism involving conrotatory

Full text of DOI:10.1021/ja00363a020

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