ChemInform Abstract: A SHORT, EFFICIENT TOTAL SYNTHESIS OF (.+‐.) ACIVICIN AND (.+‐.) BROMOACIVICIN

Abstract

cis‐l ,4 Butendiol (I) liefert das Trichloracetimidat (II), das thermisch zu ( III) umgelagert und anschließend mit Dibrom‐formaldoxim in die beiden Isoxazoline (IV) und (V) übergeführt werden kann.

Development of Potent 3Br-isoxazoline-Based Antimalarial and Antileishmanial Compounds

“…S N H 2 N HO White solid, 31% yield. 1 H NMR (300 MHz, DMSO-d 6 ) δ 9.61 (s, 1H), 7.47 (dd, J = 3.6 Hz, 0.9 Hz, 1H), 7.41 (dd, J = 5.1 Hz, 0.9 Hz, 1H), 7.03 (dd, J = 5.1 Hz, 3.6 Hz, 1H), 5.92 (bs, 2H). 13 C NMR (75 MHz, DMSO-d 6 ) δ 147.9, 137.0, 127.…”

“…S N H 2 N HO White solid, 51% yield. 1 H NMR (300 MHz, Methanol-d 4 ) δ 7.71 (dd, J = 2.9, 1.4 Hz, 1H), 7.40 (dd, J = 5.1, 2.9 Hz, 1H), 7.35 (dd, J = 5.1, 1.4 Hz, 1H). 13 C NMR (75 MHz, Methanol-d 4 ) δ 150.6, 134.1, 125.6, 125.1, 123.2.…”

“…N H 2 N HO F White solid, 60% yield. 1 H NMR (300 MHz, Methanol-d 4 ) δ 7.70 -7.62 (m, 2H), 7.15 -7.07 (m, 2H). 13 C NMR (75 MHz, Methanol-d 4 ) δ 163.6 (d, J = 247.6 Hz), 153.3, 129.1 (d, J = 3.1 Hz), 128.1 (d, J = 8.6 Hz), 114.9 (d, J = 21.9 Hz).…”

“…9 White solid, 42% yield. 1 H NMR (300 MHz, Methanol-d 4 ) δ 7.95 -7.88 (m, 4H). 13 C NMR (75 MHz, Methanol-d 4 ) δ 159.6, 134.3 (q, J = 32.9 Hz), 128.5, 128.1, 126.0 (q, J = 3.8 Hz), 123.5 (q, J = 272.2 Hz).…”

“…N H 2 N HO OMe White solid, 30% yield. 1 H NMR (300 MHz, Methanol-d 4 ) δ 7.84 (d, J = 9.0 Hz, 2H), 6.97 (d, J = 9.0 Hz, 2H), 3.84 (s, 3H). 13 C NMR (75 MHz, Methanol-d 4 ) δ 170.…”