Tetrahedron letters

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

JA Fehrentz, C Pothion, JC Califano, A Loffet…

Index: Fehrentz, Jean-Alain; Pothion, Catherine; Califano, Jean-Christophe; Loffet, Albert; Martinez, Jean Tetrahedron Letters, 1994 , vol. 35, # 48 p. 9031 - 9034

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Citation Number: 41

Abstract

Abstract A facile one step synthesis of a wide variety of N-protected (Boc, Z, Fmoc) α-amino aldehydes under mild conditions is described. Pure N-protected (Boc, Z, Fmoc) α-amino aldehydes were obtained in high yields by reduction of N-protected (Z, Boc, Fmoc)-N- carboxyanhydrides (UNCAs) with equivalent amounts of lithium tris (tertbutoxy) aluminium hydride [LiAlH (Ot-Bu) 3] or lithium tris [(3-ethyl-3-pentyl) oxy] aluminium hydride (LTEPA) ...

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