1356940-86-7Relevant academic research and scientific papers
Mechanistic variations in ionic hydrogenation of unsaturated phosphine and amine boranes
De Vries, Timothy S.,Majumder, Supriyo,Sandelin, Angela M.,Wang, Guoqiang,Vedejs, Edwin
supporting information; experimental part, p. 688 - 691 (2012/04/17)
Internal hydride transfer occurs when tethered carbocations are generated from unsaturated phosphine or phosphinite boranes. 3-Methylenecyclohexyl-derived boranes 12 or 18 react with MsOH to give ionic hydrogenation products with high syn-selectivity. With unsaturated amine boranes, initial hydrogen evolution gives BH2(OMs) complexes, but IH occurs using excess MsOH in a slower second stage. A diastereoselective reaction occurs from 26b using camphorsulfonic acid (first stage) and MsOH (second stage), affording 33 (68% ee) after hydrolysis.
