[3S-(1Z,3a,5b)]-[2-[3,5-二[(叔丁基)二甲基硅氧基]-2-亚甲基环己亚基]乙基]二苯基氧化膦合成路线 (共 36 条)
反应条件
9H-fluoren-9-one; tert-butyl methyl ether 3 h; Irradiation;
参考文献
Hiyamizu, Hiroko; Ooi, Hidenori; Inomoto, Yoko; Esumi, Tomoyuki; Iwabuchi, Yoshiharu; Hatakeyama, Susumi
Organic Letters, 2001 , vol. 3, # 3 p. 473 - 475
反应条件
1: PPh3; Et3N / Pd(OAc)2 / tetrahydrofuran / 6.5 h / 20 °C 2: 95 percent / 9-fluorenone; t-BuOMe / 3 h / Irradiation View Scheme
参考文献
Organic Letters, , vol. 3, # 3 p. 473 - 475
反应条件
1.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C 2.1: DIBAL / CH2Cl2; toluene / 1 h / -78 °C 3.1: NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 0 °C 4.1: carbonyl diimidazole / tetrahydrofuran / 6 h / 20 °C 4.2: 80 percent / tetrahydrofuran / 24 h / 20 °C 5.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C 5.2: 91 percent / tetrahydrofuran; various solvent(s) / 8 h / 20 °C 6.1: 89 percent / DIBAL / toluene; tetrahydrofuran / 2 h / -40 °C 7.1: 80 percent / Pd(OAc)2; PPh3; Et3N / dimethylformamide / 20 h / 20 °C 8.1: 2,6-lutidine; LiCl / dimethylformamide / 0.5 h / 0 °C 8.2: 77 percent / methanesulfonyl chloride / dimethylformamide / 2 h / 0 °C 9.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -50 °C 10.1: 3.00 g / aq. H2O2 / CHCl3 / 0.02 h View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: DIBAL / CH2Cl2; toluene / 1 h / -78 °C 2.1: NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 0 °C 3.1: carbonyl diimidazole / tetrahydrofuran / 6 h / 20 °C 3.2: 80 percent / tetrahydrofuran / 24 h / 20 °C 4.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C 4.2: 91 percent / tetrahydrofuran; various solvent(s) / 8 h / 20 °C 5.1: 89 percent / DIBAL / toluene; tetrahydrofuran / 2 h / -40 °C 6.1: 80 percent / Pd(OAc)2; PPh3; Et3N / dimethylformamide / 20 h / 20 °C 7.1: 2,6-lutidine; LiCl / dimethylformamide / 0.5 h / 0 °C 7.2: 77 percent / methanesulfonyl chloride / dimethylformamide / 2 h / 0 °C 8.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -50 °C 9.1: 3.00 g / aq. H2O2 / CHCl3 / 0.02 h View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: Me4NBH(OAc)3; AcOH / acetonitrile / 6 h / -40 - -20 °C 2.1: 42 percent / MgSO4 / methanol; H2O / 12 h / 20 °C 3.1: 93 percent / imidazole / dimethylformamide / 12 h / 20 °C 4.1: DIBAL / CH2Cl2; toluene / 1 h / -78 °C 5.1: NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 0 °C 6.1: carbonyl diimidazole / tetrahydrofuran / 6 h / 20 °C 6.2: 80 percent / tetrahydrofuran / 24 h / 20 °C 7.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C 7.2: 91 percent / tetrahydrofuran; various solvent(s) / 8 h / 20 °C 8.1: 89 percent / DIBAL / toluene; tetrahydrofuran / 2 h / -40 °C 9.1: 80 percent / Pd(OAc)2; PPh3; Et3N / dimethylformamide / 20 h / 20 °C 10.1: 2,6-lutidine; LiCl / dimethylformamide / 0.5 h / 0 °C 10.2: 77 percent / methanesulfonyl chloride / dimethylformamide / 2 h / 0 °C 11.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -50 °C 12.1: 3.00 g / aq. H2O2 / CHCl3 / 0.02 h View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 0 °C 2.1: carbonyl diimidazole / tetrahydrofuran / 6 h / 20 °C 2.2: 80 percent / tetrahydrofuran / 24 h / 20 °C 3.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C 3.2: 91 percent / tetrahydrofuran; various solvent(s) / 8 h / 20 °C 4.1: 89 percent / DIBAL / toluene; tetrahydrofuran / 2 h / -40 °C 5.1: 80 percent / Pd(OAc)2; PPh3; Et3N / dimethylformamide / 20 h / 20 °C 6.1: 2,6-lutidine; LiCl / dimethylformamide / 0.5 h / 0 °C 6.2: 77 percent / methanesulfonyl chloride / dimethylformamide / 2 h / 0 °C 7.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -50 °C 8.1: 3.00 g / aq. H2O2 / CHCl3 / 0.02 h View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -50 °C 2: 3.00 g / aq. H2O2 / CHCl3 / 0.02 h View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: carbonyl diimidazole / tetrahydrofuran / 6 h / 20 °C 1.2: 80 percent / tetrahydrofuran / 24 h / 20 °C 2.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C 2.2: 91 percent / tetrahydrofuran; various solvent(s) / 8 h / 20 °C 3.1: 89 percent / DIBAL / toluene; tetrahydrofuran / 2 h / -40 °C 4.1: 80 percent / Pd(OAc)2; PPh3; Et3N / dimethylformamide / 20 h / 20 °C 5.1: 2,6-lutidine; LiCl / dimethylformamide / 0.5 h / 0 °C 5.2: 77 percent / methanesulfonyl chloride / dimethylformamide / 2 h / 0 °C 6.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -50 °C 7.1: 3.00 g / aq. H2O2 / CHCl3 / 0.02 h View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 0 °C 1.2: 91 percent / tetrahydrofuran; various solvent(s) / 8 h / 20 °C 2.1: 89 percent / DIBAL / toluene; tetrahydrofuran / 2 h / -40 °C 3.1: 80 percent / Pd(OAc)2; PPh3; Et3N / dimethylformamide / 20 h / 20 °C 4.1: 2,6-lutidine; LiCl / dimethylformamide / 0.5 h / 0 °C 4.2: 77 percent / methanesulfonyl chloride / dimethylformamide / 2 h / 0 °C 5.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -50 °C 6.1: 3.00 g / aq. H2O2 / CHCl3 / 0.02 h View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722
反应条件
1.1: 80 percent / Pd(OAc)2; PPh3; Et3N / dimethylformamide / 20 h / 20 °C 2.1: 2,6-lutidine; LiCl / dimethylformamide / 0.5 h / 0 °C 2.2: 77 percent / methanesulfonyl chloride / dimethylformamide / 2 h / 0 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -50 °C 4.1: 3.00 g / aq. H2O2 / CHCl3 / 0.02 h View Scheme
参考文献
Journal of the American Chemical Society, , vol. 123, # 16 p. 3716 - 3722