反应条件
1: 97 percent / diethylphosphoryl cyanide, Et3N / dimethylformamide / 1 h / 0 - 20 °C
2: 1.) LDA / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 2 h
3: (S)-(-)-2-methyl-CBS-oxazaborolidine / tetrahydrofuran / 1 h / 0 °C
4: 99 percent / i-Pr2NEt / CH2Cl2 / 0.5 h / 0 °C
5: 100 percent / aq. LiOH / tetrahydrofuran / 48 h / Ambient temperature
6: Et3N / toluene / 2 h / Ambient temperature
7: DMAP / toluene / 12 h / 50 °C
8: 76 percent / DDQ / CH2Cl2; H2O / 1.5 h / Ambient temperature
9: 87 percent / TPAP, NMO, MS4A / acetonitrile / 1 h / Ambient temperature
10: 1.) NBS, 2.) CrO3, H2SO4 / 1.) THF, phosphate buffer pH 7, 0 deg C, 15 min, 2.) acetone, 0 deg C, 15 min
11: MS 4A, PPC / CH2Cl2 / 12 h / Ambient temperature
12: 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