Issue 18, 1984

Donor–acceptor accelerated norbornadiene rearrangements

Abstract

The norbornadienone acetals (1) with CO2Me, CONMe2, or CHO substituents at C-2 undergo rearrangement via formal 1,3-shift to norcaradienes under very mild conditions; strong donor-acceptor acceleration of either 1,3-sigmatropic rearrangement of C–C bond homolysis is indicated.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1984, 1200-1202

Donor–acceptor accelerated norbornadiene rearrangements

C. Bleasdale and D. W. Jones, J. Chem. Soc., Chem. Commun., 1984, 1200 DOI: 10.1039/C39840001200

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