Issue 22, 1980

Asymmetric induction in the rearrangement of monocyclic endoperoxides into γ-hydroxy-αβ-unsaturated aldehydes

Abstract

The endoperoxide obtained by addition of singlet oxygen to 2,3-bis(methylene)-7-oxanorbornane is isomerised to the chiral γ-hydroxy-αβ-unsaturated aldehyde by catalytic amounts of various natural bases with an enantiomeric excess ranging up to 46%.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1980, 1062-1063

Asymmetric induction in the rearrangement of monocyclic endoperoxides into γ-hydroxy-αβ-unsaturated aldehydes

J. Hagenbuch and P. Vogel, J. Chem. Soc., Chem. Commun., 1980, 1062 DOI: 10.1039/C39800001062

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