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

摘要

Straightforwardly stereo-defined syntheses of(E)-and(Z)-Tamoxifens were described,including a description of chemoselective 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 PhSnBu3 reagents.Then the resultant vinylic bromine undertook Suzuki reaction to afford an allcarbon 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.