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%.
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