(S)-(-)-5-羟甲基-2(5H)-呋喃酮合成路线 (共 46 条)
反应条件
Yield given. Multistep reaction;
参考文献
Journal of Organic Chemistry, , vol. 53, # 3 p. 627 - 633
反应条件
1.) THF, reflux; 2.) 220 deg C, 18 Hgmm; Multistep reaction;
参考文献
Tetrahedron Letters, , vol. 22, # 15 p. 1471 - 1472
反应条件
in water-d2 4 h; Irradiationvar. solvents, in the presence of O2, also <1'-D>-2'α-iodo-2'-deoxyuridine, other deoxyoligonucleotides; Product distributionMechanism;
参考文献
Journal of the American Chemical Society, , vol. 117, # 10 p. 2945 - 2946
反应条件
hydrogen; palladium on activated charcoal in ethanol 4 h; Ambient temperature;
参考文献
Tanaka, Masahide; Tomioka, Kiyoshi; Koga, Kenji
Tetrahedron, 1994 , vol. 50, # 45 p. 12829 - 12842
反应条件
1: 71 percent / pyridine / CH2Cl2 / 14 h / Ambient temperature 2: 63 percent / NaI / acetone / 8 h / Heating 3: 63 percent / CaCO3 / Ni-Ra W-4 / ethanol / 2 h View Scheme
参考文献
Camps, P.; Cardellach, J.; Font, J.; Ortuno, R. M.; Ponsati, O
Tetrahedron, 1982 , vol. 38, # 15 p. 2395 - 2402
反应条件
1: 95 percent / imidazole / dimethylformamide / 1 h 2: 52 percent / aq. lithium azide / acetic acid; tetrahydrofuran / 72 h / Ambient temperature 3: 77 percent / diisobutylaluminum hydride (DIBAL-H) / CH2Cl2; hexane / 2 h / -78 °C 4: 87 percent / pyridine / 15 h / Ambient temperature 5: 68 percent / stannic chloride / acetonitrile / 18 h / Ambient temperature 6: 31 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature View Scheme
参考文献
Chu, Chung K.; Beach, J. Warren; Ullas, Giliyar V.; Kosugi, Yoshiyuki
Tetrahedron Letters, 1988 , vol. 29, # 42 p. 5349 - 5352
反应条件
1.1: 83 percent / pyridine / 16 h / 70 °C 2.1: 96 percent / H2 / Pd on CaCO3 / tetrahydrofuran / 1500.12 Torr 3.1: LiHMDS / -78 °C 3.2: MoOPH / 0.5 h / -25 °C 4.1: 85 percent / pyridine / 0 - 20 °C 5.1: tetrahydrofuran; toluene; pyridine / -40 °C 6.1: H2 / Pd on CaCO3 / tetrahydrofuran / 1500.12 Torr 7.1: K2CO3 / methanol 8.1: DEAD; PPh3 / tetrahydrofuran / 0 °C 9.1: aq. K2CO3 / methanol 10.1: 70 percent / NaOAc / 60 °C 11.1: FeCl3*6H2O / CH2Cl2 / 0.33 h / 20 °C 12.1: pyridine / -20 °C 13.1: NaI / butan-2-one / 80 °C 14.1: 72 percent / aq. K2CO3 / methanol 15.1: 92 percent / ethanol / Heating View Scheme
参考文献
Kyung Ho Kang; Mi Young Cha; Ae Nim Pae; Kyung Il Choi; Yong Seo Cho; Hun Yeong Koh; Bong Young Chung
Tetrahedron Letters, 2000 , vol. 41, # 42 p. 8137 - 8140
反应条件
1: 83 percent / pyridine / 16 h / 70 °C 2: 96 percent / H2 / Pd on CaCO3 / tetrahydrofuran / 1500.12 Torr View Scheme
参考文献
Kyung Ho Kang; Mi Young Cha; Ae Nim Pae; Kyung Il Choi; Yong Seo Cho; Hun Yeong Koh; Bong Young Chung
Tetrahedron Letters, 2000 , vol. 41, # 42 p. 8137 - 8140
反应条件
1: 85 percent / pyridine / CH2Cl2 / 1 h / 0 °C 2: 88 percent / CHCl3; diethyl ether / 18 h / 0 °C 3: 94 percent / benzophenone / benzene; acetonitrile / 2 h / Irradiation 4: 1) disiamylborane, 2) aq. 27percent H2O2, 2 M NaOH / 1) THF, a) room temp., b) water, reflux, 30 min 5: 450 mg / pyridine, 4-dimethylaminopyridine / CHCl3 / 72 h 6: 37 percent / EtAlCl2 / toluene; CH2Cl2 / 0.67 h / Ambient temperature 7: 30 mg / methanolic ammonia / 24 h / Ambient temperature View Scheme
参考文献
Beard, Andrew R.; Butler, Paul I.; Mann, John; Partlett, Neil K.
Carbohydrate Research, 1990 , vol. 205, # 1 p. 87 - 91
反应条件
1: 71 percent / pyridine / CH2Cl2 / 14 h / Ambient temperature 2: 63 percent / NaI / acetone / 8 h / Heating 3: Ag2O / CH2Cl2 View Scheme
参考文献
Camps, P.; Cardellach, J.; Font, J.; Ortuno, R. M.; Ponsati, O
Tetrahedron, 1982 , vol. 38, # 15 p. 2395 - 2402