Steroids containing ring A aromatic. Part XI. Mechanism of the dienol–benzene rearrangement
Abstract
The dienol–benzene rearrangement has been shown conclusively to proceed through scission of the 9(10)-bond and attachment of C-9 to C-4 of a 1,4-dien-3-ol. The pathway was defined by localising the radioactive carbon at C-10 of 4-methylœstra-1,3,5(10)-trien-17-one prepared from 1-dehydro[4-14C]testosterone.