Rearrangement of 3,3-dimethylallyl oestrone ether gives mainly 2-(1,2-dimethylallyl) oestrone. The normal Claisen product, 2-(1,1-dimethylallyl)oestrone was not isolated until it was first trapped as its butyric ester.2-(1,1-Dimethylallyl)oestrone was transformed into the 2-(1,2-dimethylallyl) isomer under the conditions of the Claisen rearrangement.
A. Jefferson and F. Scheinmann, J. Chem. Soc. C, 1969, 243 DOI: 10.1039/J39690000243
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