Stereoselective Cross-Coupling Reaction of 1,1-Diboryl-1-alkenes with Electrophiles: A Highly Stereocontrolled Approach to 1,1,2-Triaryl-alkenes

摘要

We have demonstrated stereoselective cross-coupling reaction of 1,1-diboryl-1-alkenes with aryl iodides to afford the corresponding (E)-alkenylboronates as single diastereomers. In conjunction with the subsequent coupling of the boronates, this approach provides an efficient and completely stereocontrolled access to TAA, including tamoxifen. In addition, this method is applicable to stereoselective preparation of polysubstituted 1,3-dienes. Further studies are in progress to disclose the factors for the stereoselection and to expand this approach to a general stereocontrolled synthesis of π-conjugated molecules.