反应条件
1: 1.) LDA / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h
2: 1.) 4-dimethylaminopyridine, 2.) DBU / 1.) CH2Cl2, RT, 12 h, 2.) CH2Cl2, from 0 to 20 deg C, 2 h
3: NaBH4, Te, AcOH / ethanol / 4 h / Ambient temperature
4: L-Selectride / tetrahydrofuran / -80 - -30 °C
5: 89 percent / i-Pr2NEt / CH2Cl2 / 0.67 h / -40 °C
6: 81 percent / NBS, AgNO3, 2,4,6-collidine / acetonitrile / 0.17 h / 0 °C
7: 100 percent / L-Selectride / tetrahydrofuran / -40 - -30 °C
8: 89 percent / i-Pr2NEt / CH2Cl2 / 20 h / Ambient temperature
9: 94 percent / H2 / Raney Ni (W2) / ethanol / 72 h / 760 Torr
10: 88 percent / i-Pr2NEt / CH2Cl2 / -40 - -20 °C
11: HF*pyridine / tetrahydrofuran / 60 h / Ambient temperature
12: i-Pr2NEt / CH2Cl2 / 0.5 h / -40 - -20 °C
13: DIBAL-H / CH2Cl2; hexane / 0.5 h / -78 °C
14: DMAP / toluene / 12 h / 50 °C
15: 76 percent / DDQ / CH2Cl2; H2O / 1.5 h / Ambient temperature
16: 87 percent / TPAP, NMO, MS4A / acetonitrile / 1 h / Ambient temperature
17: 1.) NBS, 2.) CrO3, H2SO4 / 1.) THF, phosphate buffer pH 7, 0 deg C, 15 min, 2.) acetone, 0 deg C, 15 min
18: MS 4A, PPC / CH2Cl2 / 12 h / Ambient temperature
19: HF*pyridine / tetrahydrofuran / Ambient temperature
View Scheme
参考文献
Shimizu, Satoshi; Nakamura, Sei-Ichi; Nakada, Masahisa; Shibasaki, Masakatsu
Tetrahedron, 1996 , vol. 52, # 42 p. 13363 - 13408