3,3A,6,6A-四氢-2H-环戊二烯并[b]呋喃-2-酮合成路线 （共 47 条）
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; {(4R,5R)-5-[(hydroperoxydiphenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}diphenylmethanol in tetrahydrofuran T=-30°C; 1 h; Further byproducts given;
参考文献
Aoki, Masao; Seebach, Dieter
Helvetica Chimica Acta, 2001 , vol. 84, # 1 p. 187 - 207
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; {(4R,5R)-5-[(hydroperoxydiphenyl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}diphenylmethanol in tetrahydrofuran T=-30°C; Baeyer-Villiger oxidation; 1 h; Further byproducts given;
参考文献
Aoki, Masao; Seebach, Dieter
Helvetica Chimica Acta, 2001 , vol. 84, # 1 p. 187 - 207
反应条件
1: PhCH=RuCl2(PCy3)[1,3-dimesityl-2-imidazolidinylidene] / tetrahydrofuran / 0.5 h / 40 °C 2: 0.334 g / triethylamine; DMAP / tetrahydrofuran / 8 h / 20 °C 3: 80 percent / triethylamine; methanesulfonyl azide / tetrahydrofuran / 8 h / 20 °C 4: 79 percent / LiOH / tetrahydrofuran; H2O / 1 h / 20 °C 5: Rh2[(4R)-MPPIM]4 / CH2Cl2 / 3 h / 40 °C View Scheme
参考文献
Doyle, Michael P.; Catino, Arthur J.
Tetrahedron Asymmetry, 2003 , vol. 14, # 7 p. 925 - 928
反应条件
1: pyridine / dichloromethane / 0.5 h / 0 °C / |Inert atmosphere 2: SAM II lipase; sodium hydroxide / pentane; tert-butyl methyl ether; aq. phosphate buffer / 20 °C / pH 7 / |Inert atmosphere; |Enzymatic reaction 3: acetic acid; dihydrogen peroxide / water / 24 h / 0 °C View Scheme
参考文献
Lentsch, Christoph; Fuerst, Rita; Mulzer, Johann; Rinner, Uwe
European Journal of Organic Chemistry, 2014 , vol. 2014, # 5 p. 919 - 923
反应条件
1: 0.334 g / triethylamine; DMAP / tetrahydrofuran / 8 h / 20 °C 2: 80 percent / triethylamine; methanesulfonyl azide / tetrahydrofuran / 8 h / 20 °C 3: 79 percent / LiOH / tetrahydrofuran; H2O / 1 h / 20 °C 4: Rh2[(4R)-MPPIM]4 / CH2Cl2 / 3 h / 40 °C View Scheme
参考文献
Doyle, Michael P.; Catino, Arthur J.
Tetrahedron Asymmetry, 2003 , vol. 14, # 7 p. 925 - 928
反应条件
1: 80 percent / triethylamine; methanesulfonyl azide / tetrahydrofuran / 8 h / 20 °C 2: 79 percent / LiOH / tetrahydrofuran; H2O / 1 h / 20 °C 3: Rh2[(4R)-MPPIM]4 / CH2Cl2 / 3 h / 40 °C View Scheme
参考文献
Doyle, Michael P.; Catino, Arthur J.
Tetrahedron Asymmetry, 2003 , vol. 14, # 7 p. 925 - 928
反应条件
1: 79 percent / LiOH / tetrahydrofuran; H2O / 1 h / 20 °C 2: Rh2[(4R)-MPPIM]4 / CH2Cl2 / 3 h / 40 °C View Scheme
参考文献
Doyle, Michael P.; Catino, Arthur J.
Tetrahedron Asymmetry, 2003 , vol. 14, # 7 p. 925 - 928
反应条件
1: 91 percent / PhCH=RuCl2(PCy3)2 / CH2Cl2 / 0.5 h / 20 °C 2: 80 percent / triethylamine; methanesulfonyl azide / tetrahydrofuran / 8 h / 20 °C 3: 79 percent / LiOH / tetrahydrofuran; H2O / 1 h / 20 °C 4: Rh2[(4R)-MPPIM]4 / CH2Cl2 / 3 h / 40 °C View Scheme
参考文献
Doyle, Michael P.; Catino, Arthur J.
Tetrahedron Asymmetry, 2003 , vol. 14, # 7 p. 925 - 928
反应条件
1: CrO3; H2SO4 2: 75 percent / MCPBA; NaHCO3 / CH2Cl2 / 25 °C View Scheme
参考文献
Fairlamb, Ian J.S.; Dickinson, Julia M.; O'Connor, Rachael; Higson, Seamus; Grieveson, Lynsey; Marin, Veronica
Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 8 p. 2641 - 2656
反应条件
1: 70 percent / Zn/Cu / acetic acid 2: baker's yeast; sucrose / H2O / 72 h / Enzymatic reaction 3: CrO3; H2SO4 4: 75 percent / MCPBA; NaHCO3 / CH2Cl2 / 25 °C View Scheme
参考文献
Fairlamb, Ian J.S.; Dickinson, Julia M.; O'Connor, Rachael; Higson, Seamus; Grieveson, Lynsey; Marin, Veronica
Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 8 p. 2641 - 2656
