11,11-二甲氧基十一碳-1-烯合成路线 （共 5 条）
反应条件
1: 86 percent / trityl perchlorate / CH2Cl2 / 0.08 h / 0 °C 2: 89 percent / methanol; various solvent(s) / 60 °C View Scheme
参考文献
Mukaiyama, Teruaki; Kato, Jun-ichi; Miyoshi, Norikazu; Iwasawa, Nobuharu
Chemistry Letters, 1985 , p. 1255 - 1258
反应条件
hydrogen; 6-DPPon; [rhodium(I)(carbonyl)2(acetylacetonate)] in tetrahydrofuran
T=22°C; P=760 Torr; 20 h; Further byproducts given. Title compound not separated from byproducts;
参考文献
Seiche, Wolfgang; Schuschkowski, Alexander; Breit, Bernhard
Advanced Synthesis and Catalysis, 2005 , vol. 347, # 11-13 p. 1488 - 1494
反应条件
1: 11,11-dimethoxy-undec-1-ene With Rh(CO)2(acac); 6-DPPon in tetrahydrofuran
T=20°C; Inert atmosphere;
2: carbon monoxide With hydrogen in tetrahydrofuran
T=20°C; 20 h; Ambient pressure; regioselective reaction;
参考文献
Kemme, Susanne T.; Smejkal, Tomas; Breit, Bernhard
Chemistry - A European Journal, 2010 , vol. 16, # 11 p. 3423 - 3433
反应条件
Rh(acetylacetonate)(CO)2; N-(5-diphenylphosphanylpyrrole-2-carbonyl)guanidine; hydrogen; 6-DPPon in toluene
T=80°C; P=15001.5 Torr; 72 h; Inert atmosphereAutoclave; regioselective reaction;
参考文献
Fuchs, Daniela; Rousseau, Geraldine; Diab, Lisa; Gellrich, Urs; Breit, Bernhard
Angewandte Chemie - International Edition, 2012 , vol. 51, # 9 p. 2178 - 2182
反应条件
1: 1.) BF3*SMe2, 2.) NaOH, H2O2 / 1.) hexane, 1 h, 2.) EtOH, H2O, reflux, 1 h
2: CH3COONa, PCC / CH2Cl2 / 1.) 0 deg C, 10 min, 2.) RT; 45 min
3: 1.) THF, 0 deg C, 15 min, 2.) THF, RT.
View Scheme
参考文献
Trost,B.M.; Lautens,M.
Journal of the American Chemical Society, 1987 , vol. 109, p. 1469
