(1S,2S,9S)-7-氮杂三环[7.2.1.02,7]十二烷-8,11-二酮合成路线 (共 5 条)
反应条件
titanium tetrachloride in dichloromethane
T=20°C; Schmidt reaction; 24 h;
参考文献
McLeod, Michael C.; Singh, Gurpreet; Plampin, James N.; Rane, Digamber; Wang, Jenna L.; Day, Victor W.; Aube, Jeffrey
Nature Chemistry, 2014 , vol. 6, # 2 p. 133 - 140
反应条件
1.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C
1.2: 96 percent / tetrahydrofuran; hexane / 2.5 h / -78 - 0 °C
2.1: Et3N / CH2Cl2 / 1 h / 0 °C
3.1: DBU / tetrahydrofuran / 24 h / Heating
4.1: 80 percent / H2; basic aluminia / Pd/C; Pd(OH)2 / ethanol / 24 h / 3102.97 Torr
5.1: 98 percent / Zn(N3)2*2pyr; DEAD; PPh3 / benzene / 24 h
6.1: 62 percent / TiCl4 / CH2Cl2 / 24 h / 20 °C
View Scheme
参考文献
Smith, Brenton T.; Wendt, John A.; Aube, Jeffrey
Organic Letters, 2002 , vol. 4, # 15 p. 2577 - 2579
反应条件
1.1: 85 percent / p-TsOH / tetrahydrofuran / 24 h / Heating
2.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C
2.2: 96 percent / tetrahydrofuran; hexane / 2.5 h / -78 - 0 °C
3.1: Et3N / CH2Cl2 / 1 h / 0 °C
4.1: DBU / tetrahydrofuran / 24 h / Heating
5.1: 80 percent / H2; basic aluminia / Pd/C; Pd(OH)2 / ethanol / 24 h / 3102.97 Torr
6.1: 98 percent / Zn(N3)2*2pyr; DEAD; PPh3 / benzene / 24 h
7.1: 62 percent / TiCl4 / CH2Cl2 / 24 h / 20 °C
View Scheme
参考文献
Smith, Brenton T.; Wendt, John A.; Aube, Jeffrey
Organic Letters, 2002 , vol. 4, # 15 p. 2577 - 2579
反应条件
1: 80 percent / H2; basic aluminia / Pd/C; Pd(OH)2 / ethanol / 24 h / 3102.97 Torr
2: 98 percent / Zn(N3)2*2pyr; DEAD; PPh3 / benzene / 24 h
3: 62 percent / TiCl4 / CH2Cl2 / 24 h / 20 °C
View Scheme
参考文献
Smith, Brenton T.; Wendt, John A.; Aube, Jeffrey
Organic Letters, 2002 , vol. 4, # 15 p. 2577 - 2579
反应条件
1: 98 percent / Zn(N3)2*2pyr; DEAD; PPh3 / benzene / 24 h
2: 62 percent / TiCl4 / CH2Cl2 / 24 h / 20 °C
View Scheme
参考文献
Smith, Brenton T.; Wendt, John A.; Aube, Jeffrey
Organic Letters, 2002 , vol. 4, # 15 p. 2577 - 2579