Tetrahedron

Silylamines in organic synthesis. Facile synthetic routes to unsaturated protected primary amines.

RJP Corriu, V Huynh, J Iqbal, JJE Moreau, C Vernhet

Index: Corriu, Robert J. P.; Huynh, Vilam; Iqbal, Javed; Moreau, Joel J. E.; Vernhet, Claude Tetrahedron, 1992 , vol. 48, # 30 p. 6231 - 6244

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Citation Number: 18

Abstract

The reactions of lithium N, N-bis (trimethylsilyl) aminomethyl acetylide with electrophilic reagents offered a short preparation of substituted and functional propargyl amines. These are shown to be useful precursors of various unsaturated protected primary amines. Addition reactions to the carbon carbon triple bond or isomerisation reactions gave rise to allylic, dienic and α-allenic amines.