Tetrahedron letters

Fluorine-containing amino acids and their derivatives. 6. An efficient synthesis of β-fluorinated alanines via fluorohalomethylation of aminomalonates

T Tsushima, K Kawada

Index: Tsushima, Tadahiko; Kawada, Kenji Tetrahedron Letters, 1985 , vol. 26, # 20 p. 2445 - 2448

Full Text: HTML

Citation Number: 24

Abstract

Abstract: Aminomalonates, eg, 1 and 2, smoothly reacted with difluoro-and chlorofluorocarbene to produce the adducts (3, 4, and 5) in good yields. These products were successfully converted to various versatile D-fluorinated alanine derivatives, ie, D, D- difluoroalanine (s), N-acyl-D-fluorodehydroalaninate(I), and fluoropyruvic acid (8).