New Nickel‐Catalyzed Carbozincation of Alkynes: A Short Synthesis of (<i>Z</i>)‐Tamoxifen

Abstract

A new highlight in the repertoire of carbometalation reactions is the highly stereo- and regioselective nickel-catalyzed carbozincation of internal alkynes. This is exemplified by a short and effective synthesis of the anti-breast-cancer drug (Z)-tamoxifen (see below; Z : E > 99 : 1; acac = acetylacetone, dba = dibenzylideneacetone). This reaction also allows the stereoselective synthesis of various tri- and tetrasubstituted olefins in good yield.