<i>B</i>-Allenyl- and <i>B-</i>(γ-Trimethylsilylpropargyl)- 10-phenyl-9-borabicyclo[3.3.2]decanes:  Asymmetric Synthesis of Propargyl and α-Allenyl 3°-Carbinols from Ketones HernandezEliud BurgosCarlos H. AliceaEyleen SoderquistJohn A. 2006 Simple and efficient Grignard procedures are reported for the syntheses of <i>B</i>-allenyl-10-(phenyl)-9-borabicyclo[3.3.2]decane (1) and its <i>B</i>-(γ-trimethylsilylpropargyl) counterpart (2) in both enantiomeric forms. Both add selectively to ketones, providing propargyl- and α-silylallenyl 3°-carbinols, respectively (i.e<i>.</i>, <b>6</b> (61−93% ee) and <b>9</b> (64−98% ee)). The air-stable boron byproduct is efficiently recovered and recycled back to either <b>1</b> or <b>2</b>. The ozonolysis and bromination of <b>9</b> provide nonracemic α-hydroxy acids and γ-bromopropynyl carbinols, respectively.