(R)-(+)-2,2’-双(甲氧基甲氧基)-1,1’-联萘合成路线 (共 7 条)
反应条件
1: 1,1'-binaphthyl-2,2'-diol With sodium hydride in tetrahydrofuran T=0 - 20°C; 2: chloromethyl methyl ether in tetrahydrofuran T=20°C; 4.5 h;
参考文献
Wu, T. Robert; Shen, Lixin; Chong, J. Michael
Organic Letters, 2004 , vol. 6, # 16 p. 2701 - 2704
反应条件
1: 1,1'-binaphthyl-2,2'-diol With sodium hydride in tetrahydrofuran; mineral oil T=0°C; 1 h; Inert atmosphere; 2: methoxymethoxy chloride in tetrahydrofuran; mineral oil T=0 - 20°C; 4.5 h; Inert atmosphere;
参考文献
Lv, Na; Xie, Meilan; Gu, Weibing; Ruan, Huanyang; Qiu, Song; Zhou, Chunshan; Cui, Zheng
Organic Letters, 2013 , vol. 15, # 10 p. 2382 - 2385
反应条件
1: (S)-(minus;)-1,1'-bi-2-naphthol With sodium hydride in tetrahydrofuran; mineral oil T=0°C; 0.25 h; Inert atmosphere; 2: chloromethyl methyl ether in tetrahydrofuran; mineral oil T=0 - 20°C; 1 h; Inert atmosphere;
参考文献
Yu, Shanshan; Plunkett, Winston; Kim, Michael; Wu, Elaine; Sabat, Michal; Pu, Lin
Journal of Organic Chemistry, 2013 , vol. 78, # 24 p. 12671 - 12680
反应条件
1.1: FeCl3*6H2O / water / 3 h / 20 - 50 °C / |Inert atmosphere 2.1: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 0 °C / |Inert atmosphere 2.2: 4.5 h / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
Organic Letters, , vol. 15, # 10 p. 2382 - 2385
反应条件
1: With n-butyllithium in diethyl ether; hexane T=20°C; 3 h; 2: With 1,1-dibromo-tetrachloro-ethane in tetrahydrofuran; diethyl ether; hexane T=20°C; 0.25 h;
参考文献
Wu, T. Robert; Shen, Lixin; Chong, J. Michael
Organic Letters, 2004 , vol. 6, # 16 p. 2701 - 2704
反应条件
propane-1-thiol; zinc dibromide in dichloromethane T=20°C; 0.116667 h; Inert atmosphere;
参考文献
Han, Jae Hyun; Kwon, Young Eun; Sohn, Jeong-Hun; Ryu, Do Hyun
Tetrahedron, 2010 , vol. 66, # 9 p. 1673 - 1677
反应条件
1.1: TMEDA; BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C 1.2: 76 percent / tetrahydrofuran; hexane / 1.17 h / -78 - 0 °C 2.1: NaBH4 / tetrahydrofuran / 0.25 h / 0 °C 3.1: Et3N / toluene / 1.5 h / 0 °C 4.1: LiBr / dimethylformamide / 0.17 h / 20 °C 5.1: NaH / tetrahydrofuran; dimethylformamide / 1 h / 0 °C 5.2: 82 percent / tetrahydrofuran; dimethylformamide / 64 h / 20 °C 6.1: 85 percent / TsOH*H2O / CH2Cl2; methanol / 36 h / 40 °C View Scheme
参考文献
Matsunaga; Das; Roels; Vogl; Yamamoto; Iida; Yamaguchi; Shibasaki
Journal of the American Chemical Society, 2000 , vol. 122, # 10 p. 2252 - 2260