Hindered organoboron groups in organic chemistry. 19. Synthesis of heteroatom substituted dimesitylborylmethanes

Facile hydroboration of (Z)-1-trimethylsilyl-1-alkenes with dichloroborane–dioxane complex: An easy access to gem-dimetalloalkanes containing boron and silicon

“…The protonolysis of the resulting boron intermediates with acetic acid [2] provided the corresponding (Z)-1-trimethylsilyl-1-alkenes in high stereochemical purities. The preparation of different gem-dimetallics containing aluminum and zirconium [3], zinc and zirconium [4], zinc and magnesium [5], zinc and lithium [5], zinc and boron [6], copper and boron [6], boron and lithium [7], boron and zirconium [8], boron and silicon [9,10], and boron and boron [11] and their synthetic importance are well documented in literature [3][4][5][6][7][8][9][10][11]. We wanted to utilize the recently discovered dichloroborane-dioxane complex [12] as an hydroborating agent to achieve a highly regioselective synthesis of gemdimetalloalkanes containing boron and silicon.…”