Stereo‐Defined Synthetic Route to ( E )‐ and ( Z )‐Tamoxifen Derived from( E )‐1‐Bromo‐2‐iodoalkenes.

Straightforwardly stereo‐defined syntheses of ( E )‐ and ( Z )‐Tamoxifens were described, including a description of chemo‐selective activation of ( E )‐1‐bromo‐2‐iodoalkenes. The ( E )‐1‐bromo‐2‐iodoalkenes were employed as starting materials; first, the vinylic iodine was transformed into a phenyl group with employing CuTC and PhSnBu 3 reagents. Then the resultant vinylic bromine undertook Suzuki reaction to afford an all‐carbon tetrasubstituted olefin; finally, the phenol‐protective group was converted into the corresponding amino‐moiety. The stereochemistry of the initial ( E )‐1‐bromo‐2‐iodoalkenes was fully retained throughout. Thus, it would provide us a new entry for preparation of Tamoxifens and its related compounds.