A novel route to allenyl fluorides. Synthesis of 4-amino-7-fluorohepta-5, 6-dienoic acid, the first fluoroallenyl amino acid

AL Castelhano, A Krantz

Index: Castelhano, Arlindo L.; Krantz, Allen Journal of the American Chemical Society, 1987 , vol. 109, # 11 p. 3491 - 3493

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Citation Number: 22

Abstract

(IO) The product, which usually contains 20-25% of unreacted starting material, is purified by distillation or flash chromatography. The fluorochloropropargyl moiety of 1 is apparent in IR and NMR spectra. For example, IC has umpX= 2250 cm-'(m)(C= C);'H NMR (80 MHz. CDCI,) 6 6.6 (dt, 1 H, J= 1.2, 50.5 Hz, CHFCI, I9F NMR'6b (75 MHz, CDCI,) 6