Et<sub>3</sub>B Induced Stereoselective Radical Addition of Ph<sub>3</sub>GeH to Carbon–Carbon Multiple Bonds and Its Application to Isomerization of Olefins
Triphenylgermane easily adds to acetylenes or terminal olefins in the presence of Et3B to give alkenyltriphenylgermane or alkyltriphenylgermane respectively under excellent control of regio- and stereoselectivities. While Et3B catalyzed addition of Ph3GeH to 1-dodecyne at −78 °C affords (Z)-1-triphenygermyl-1-dodecene exclusively, the addition of Ph3GeH at 60 °C provides (E)-1-triphenylgermyl-1-dodecene