Studies on the Mechanism of B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-Catalyzed Hydrostannylation of Propargylic Alcohol Derivatives
作者:Martins S. Oderinde、Michael G. Organ
DOI:10.1002/anie.201204060
日期:2012.9.24
Sleight of hydride: B(C6F5)3 catalyzes the hydrostannylation of propargylic alcohols in a regio‐ and stereoselective manner (see scheme). This Lewis acid first abstracts a hydride from the stannane, thus forming a borohydride/stannyl cation pair, the stability of which depends on solvent and ligands. Deuterium‐labeling experiments showed that the source that delivers a hydride to the alkenyl cation
氢化物的轻度:B(C 6 F 5)3以区域和立体选择性的方式催化炔丙醇的加氢甲锡化反应(参见方案)。该路易斯酸首先从锡烷中提取氢化物,从而形成硼氢化物/锡烷基阳离子对,其稳定性取决于溶剂和配体。氘标记实验表明,将氢化物传递至烯基阳离子的来源不是硼氢化物,而是锡烷的第二分子。