H. Ali et Je. Vanlier, EFFECT OF 11-BETA-SUBSTITUENTS ON THE REGIOSELECTIVE CHLORINATION OF ESTROGENS WITH 2,3,4,5,6,6-HEXACHLORO-2,4-CYCLOHEXADIENONE, Steroids, 59(8), 1994, pp. 498-502
The reaction of 11 beta-substituted estrogens with 2,3,4,5,6,6-hexachl
oro-2,4-cyclohexadienone affords exclusively ortho-substituted monochl
orinated products including a major 4-chloro and a minor 2-chloro deri
vative. In the absence of an 11 beta-substituent, regioselectivity is
lost, resulting in a mixture of 10 beta- and ortho-chlorinated product
s.