Design of Bicyclic and Cage Boron Compounds Based on Allylboration of Acetylenes with Allyldichloroboranes

Allylboration of acetylenes with allyldichloroboranes has been proposed as a first step of allylboron−acetylene condensation and a way to design condensation products from stage to stage. The chemistry has been applied to the synthesis of isomeric 3-borabicyclo[3.3.1]non-6-enes transformed into 3-methyl-1-boraadamantane and [5-D]-3-methyl-1-boraadamantane derivatives.