Tetrahedron letters

The reaction of secondary α-amino acids with carbonyl compounds. Properties of the intermediate azomethine ylides. Oxazolidine formation versus 1.4-prototropy.

…, S Leong-Ling, S Rajviroongit, S Surendrakumar

Index: Aly, Moustafa F.; Ardill, Harriet; Grigg, Ronald; Leong-Ling, Stephanie; Rajviroongit, Shuleewan; Surendrakumar, Sivagnanasundram Tetrahedron Letters, 1987 , vol. 28, # 48 p. 6077 - 6080

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Citation Number: 27

Abstract

Abstract Cyclic secondary α-amino acids react regiospecifically, via antidipole formation, with aldehydes bearing electron withdrawing substituents to give oxazolidines in good yield. In certain cases structural features in the α-amino acid promote a 1, 4-prototropic process ...