153277-55-5Relevant academic research and scientific papers
Facile synthesis of optically pure 1,2-diaryl (and 1-alkyl-2-aryl) ethyl and propylamines
Garcia Ruano, Jose L.,Aleman, Jose,Soriano, Jose F.
, p. 677 - 680 (2003)
(Figure presented) A concise high-yielding route to synthetically useful 1,2-diaryl (and 1-alkyl-2-aryl) ethyl and propylamines in high enantiomeric purity is described. The key step of this route is the completely stereoselective addition of lithium (R)-ortho-(p-toluenesulfinyl)benzylic carbanions to (S).N.p-toluenesulfinylimines, which takes place in very high or quantitative yields. N-Desulfinyiation and C-desulfinylation of the resulting adducts can be achieved with no loss of optical purity employing conventional methods (TFA and Raney-Ni, respectively).
