(R)-(+)-2,2-二甲基-1,3-二氧戊环-4-甲醛合成路线 (共 94 条)
反应条件
1: 55 percent / CH2Cl2 / 20 °C
2: 83 percent / Bu4NI; NaH / tetrahydrofuran / 20 °C
3: ozone / CH2Cl2 / -78 °C
View Scheme
参考文献
Dondoni, Alessandro; Fantin, Giancarlo; Fogagnolo, Marco; Medici, Alessandro
Angewandte Chemie, 1986 , vol. 98, # 9 p. 822 - 824
反应条件
ytterbium(III) triflate in tetrahydrofuran
T=-78°C; 2.5 h; Yield given. Yields of byproduct given;
参考文献
Molander, Gary A.; Estevez-Braun, Ana Maria
Bulletin de la Societe Chimique de France, 1997 , vol. 134, # 3-4 p. 275 - 282
反应条件
1: 76 percent / Mg; CuI / tetrahydrofuran
2: 95 percent / NaH; HMPA
View Scheme
参考文献
Park, Jin Kyoon; McQuade, D. Tyler
Angewandte Chemie - International Edition, 2012 , vol. 51, # 11 p. 2717 - 2721
反应条件
ytterbium(III) triflate in tetrahydrofuran
T=-78°C; 2.5 h; Yield given. Yields of byproduct given;
参考文献
Molander, Gary A.; Estevez-Braun, Ana Maria
Bulletin de la Societe Chimique de France, 1997 , vol. 134, # 3-4 p. 275 - 282
反应条件
in methanol
T=0°C; Condensation; Wittig reaction; 1 h;
参考文献
Martin, Barbara K. D.; Mann, John; Sageot, Olivia A.
Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 17 p. 2455 - 2460
反应条件
1: (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxaldehyde With sodium periodate; sodium hydrogencarbonate in water
T=0 - 20°C; 2.66667 h; Inert atmosphere;
2: dimethyl methylphosphonoacetate With potassium carbonate in water
T=0 - 20°C; Horner-Wadsworth-Emmons olefination; 12.1667 h; Inert atmosphere;
参考文献
Spangenberg, Thomas; Schoenfelder, Angele; Breit, Bernhard; Mann, Andre
European Journal of Organic Chemistry, 2010 , # 31 p. 6005 - 6018
反应条件
sodium hydride in ethylene glycol dimethyl ether
T=22°C; 1 h;
参考文献
Mulzer, Johann; Kappert, Michael
Angewandte Chemie, 1983 , vol. 95, # 1 p. 60
反应条件
piperidine in pyridine
Ambient temperature;
参考文献
Herrera, Lopez F. J.; Gonzalez, Pino M. S.
Tetrahedron, 1986 , vol. 42, # 21 p. 6033 - 6038
反应条件
potassium carbonate in water; ethyl acetate
T=20°C; Wittig Reaction; 12 h; Product distribution / selectivity;
参考文献
DAISO CO., LTD.
Patent: EP1669353 A1, 2006 ;
Location in patent: Page/Page column 6-7 ;
反应条件
potassium tert-butylate
1.) THF, 0 deg c, 40 min, 2.) THF, -78 deg C, 40 min; Yield given. Multistep reaction;
参考文献
Trost,B.M.; Lynch,J.; Renaut,P.
Journal of the American Chemical Society, 1986 , vol. 108, p. 284