1: With LiDBB in tetrahydrofuran
T=-78°C; acyloin condensation; 0.0833333 h; Inert atmosphere;
2: With ammonium chloride in tetrahydrofuran; water
T=-78°C;
参考文献
Donohoe, Timothy J.; Jahanshahi, Ali; Tucker, Michael J.; Bhatti, Farrah L.; Roslan, Ishmael A.; Kabeshov, Mikhail; Wrigley, Gail
Chemical Communications, 2011 , vol. 47, # 20 p. 5849 - 5851
ammonia; potassium; ammonium chloride in tetrahydrofuran; tert-butyl alcohol
Birch reduction;
参考文献
Parsons, Philip J.; Charles, Mark D.; Harvey, Darren M.; Sumoreeah, L. Ravi; Shell, Adrian; Spoors, Grant; Gill, Adrian L.; Smith, Steve
Tetrahedron Letters, 2001 , vol. 42, # 11 p. 2209 - 2211
Schultz, Arthur G.; Dittami, James P.; Lavieri, Frank P.; Salowey, Christina; Sundararaman, Padmanabhan; Szymula, Mary Beth
Journal of Organic Chemistry, 1984 , vol. 49, # 23 p. 4429 - 4440
1: 18 percent / 10percent HNO3 / H2SO4 / 1 h / 5 °C
2: 95 percent / 2 N NaOH / methanol / 2 h / Heating
3: 97 percent / SOCl2 / toluene; dimethylformamide / 2 h / 75 °C
View Scheme
参考文献
Paulis, Tomas de; Janowsky, Aaron; Kessler, Robert M.; Clanton, Jeffrey A.; Smith, Howard E.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 10 p. 2027 - 2033