Synthesis of chiral N-protected α-amino aldehydes by reduction of N-protected N-carboxyanhydrides (UNCAs)

作者: Jean-Alain Fehrentz , Catherine Pothion , Jean-Christophe Califano , Albert Loffet , Jean Martinez

DOI: 10.1016/0040-4039(94)88419-6

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摘要: A facile one step synthesis of a wide variety N-protected (Boc, Z, Fmoc) α-amino aldehydes under mild conditions is described. Pure were obtained in high yields by reduction (Z, Boc, Fmoc)-N-carboxyanhydrides (UNCAs) with equivalent amounts lithium tris(tertbutoxy)aluminium hydride [LiAlH(O-t-Bu)3] or tris[(3-ethyl-3-pentyl)oxy]aluminium (LTEPA) THF as solvent. The reaction simple, rapid and proceeds without detectable racemization.

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