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

摘要

abstract_textpStraightforwardly stereo-defined syntheses of (E)- and (Z)-Tamoxif ens 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 PhSnBu3 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./p/abstract_text