Organic letters

Facile synthesis of optically pure 1, 2-diaryl (and 1-alkyl-2-aryl) ethyl and propylamines

JL Garcia Ruano, J Alemán, JF Soriano

Index: Garcia Ruano, Jose L.; Aleman, Jose; Soriano, Jose F. Organic Letters, 2003 , vol. 5, # 5 p. 677 - 680

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Citation Number: 65

Abstract

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)-Np-toluenesulfinylimines, which takes place in very high or quantitative yields. N-Desulfinylation and C-desulfinylation of the resulting adducts can be achieved ...