Tetrahedron letters

Synthesis and biomethylenation of two homoallylically fluorinated oleic acids

PH Buist, JM Findlay, G Léger, RA Pon

Index: Buist, Peter H.; Findlay, Judy M.; Leger, Gabriel; Pon, Robert A. Tetrahedron Letters, 1987 , vol. 28, # 34 p. 3891 - 3894

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Citation Number: 16

Abstract

... Methyl 12-fluorooleate: 13 C NMR at 50.3 MH 3 (CDCl 3 ): δ 34.7, (d, J CF = 20.8 Hz, C-13), 94.0 (d, J CF = 169.5 Hz, C-12), 33.1 (d, J CF = 21.7 Hz, C-11), 123.8 (d, J CF = 6.7 Hz, C-10), 133.0 (s, C-9), 27.4 (s, C-8). 1 H NMR,200 MHZ, δ 5.45 (m,2H,vinyl CH), 4.46 (d,J=46 Hz, 1H, CFH), 2.42 (m, 2H,CHFCH 2 C), 2.02 (m, 2H, CH 2 C 2 CHF). Capillary GC Ret. time: 10.4 min. ... 13. 13; PH Buist, JM Findlay; Can. J. Chem., 63 (1985), p. 971. ...