Issue 2, 1978

α-Ketol rearrangements involving small rings: the formation and rearrangement of 1-hydroxy-6-isopropylbicyclo[3.2.0]heptan-7-one

Abstract

1-Hydroxy-6-isopropylbicyclo[3.2.0]heptan-7-one (2) is formed by ciné-substitution of the corresponding 6-exo-chlorobicycloheptan-7-one (1), and is shown to be in equilibrium with 1-hydroxy-7-isopropylbicyclo[4.1.0]-heptan-2-one (3) by basic catalysis; 14C-tracer studies show that 1-hydroxy-7-isopropylbicyclo[3.1.1]heptan-6-one (4) is to a lesser extent involved in the α-ketol rearrangements.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1978, 87-88

α-Ketol rearrangements involving small rings: the formation and rearrangement of 1-hydroxy-6-isopropylbicyclo[3.2.0]heptan-7-one

P. R. Brook and D. E. Kitson, J. Chem. Soc., Chem. Commun., 1978, 87 DOI: 10.1039/C39780000087

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