(1S-反式)-2-[(苯甲氧基)甲基]-3-环戊烯-1-醇合成路线 (共 23 条)
参考文献
Gathergood; Knudsen; Jorgensen
Journal of Organic Chemistry, 2001 , vol. 66, # 3 p. 1014 - 1017
反应条件
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C / Inert atmosphere 1.2: 0 - 20 °C / Inert atmosphere 2.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone / 2 h / 20 °C / Inert atmosphere 2.2: 3 h / Inert atmosphere 3.1: tetrahydrofuran; methanol / 2.5 h / 20 °C / Inert atmosphere; Molecular sieve 4.1: sodium cyanoborohydride; acetic acid / tetrahydrofuran; methanol / 20 h / 20 °C / Inert atmosphere 5.1: boron tribromide / dichloromethane / 16 h / 0 °C / Reflux; Inert atmosphere View Scheme
参考文献
Malik, Gaelle; Guinchard, Xavier; Crich, David
Organic Letters, 2012 , vol. 14, # 2 p. 596 - 599
反应条件
1: VO(acac)2, t-BuOOH / CH2Cl2 2: NaH, Bu4NI / dimethylformamide 3: 60 percent / LiH / dimethylformamide / 2 h / 125 °C 4: 82 percent / TEA, DMAP / CH2Cl2 5: Dess-Martin reagent, t-BuOH / CH2Cl2 6: Zn, TiCl4 / tetrahydrofuran; CH2Cl2 7: 92 percent / aq. HCl / tetrahydrofuran; methanol / 55 °C 8: 89 percent / BCl3 / CH2Cl2 / -78 °C View Scheme
参考文献
Bisacchi; Chao; Bachard; Daris; Innaimo; Jacobs; Kocy; Lapointe; Martel; Merchant; Slusarchyk; Sundeen; Young; Colonno; Zahler
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 2 p. 127 - 132
反应条件
1.1: 82 percent / Mo(CO)6; t-BuOOH / benzene; decane / 3 h / 80 °C 2.1: NaH / tetrahydrofuran / 1 h / 20 °C 2.2: 86 percent / tetrabutylammonium iodide / tetrahydrofuran / 12 h / 20 °C View Scheme
参考文献
Synthesis, , # 13 p. 2101 - 2109
反应条件
tert.-butylhydroperoxide; hexacarbonyl molybdenum
参考文献
Gathergood; Knudsen; Jorgensen
Journal of Organic Chemistry, 2001 , vol. 66, # 3 p. 1014 - 1017
反应条件
tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium in dichloromethane
参考文献
Ruediger, Edward; Martel, Alain; Meanwell, Nicholas; Solomon, Carola; Turmel, Brigitte
Tetrahedron Letters, 2004 , vol. 45, # 4 p. 739 - 742
反应条件
1: VO(acac)2, t-BuOOH / CH2Cl2 2: NaH, Bu4NI / dimethylformamide 3: 60 percent / LiH / dimethylformamide / 2 h / 125 °C 4: 82 percent / TEA, DMAP / CH2Cl2 5: Dess-Martin reagent, t-BuOH / CH2Cl2 View Scheme
参考文献
Bisacchi; Chao; Bachard; Daris; Innaimo; Jacobs; Kocy; Lapointe; Martel; Merchant; Slusarchyk; Sundeen; Young; Colonno; Zahler
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 2 p. 127 - 132
反应条件
1: VO(acac)2, t-BuOOH / CH2Cl2 2: NaH, Bu4NI / dimethylformamide 3: 60 percent / LiH / dimethylformamide / 2 h / 125 °C 4: 82 percent / TEA, DMAP / CH2Cl2 5: Dess-Martin reagent, t-BuOH / CH2Cl2 6: Zn, TiCl4 / tetrahydrofuran; CH2Cl2 7: 92 percent / aq. HCl / tetrahydrofuran; methanol / 55 °C View Scheme
参考文献
Bisacchi; Chao; Bachard; Daris; Innaimo; Jacobs; Kocy; Lapointe; Martel; Merchant; Slusarchyk; Sundeen; Young; Colonno; Zahler
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 2 p. 127 - 132
反应条件
1: VO(acac)2, t-BuOOH / CH2Cl2 2: NaH, Bu4NI / dimethylformamide 3: 60 percent / LiH / dimethylformamide / 2 h / 125 °C 4: 82 percent / TEA, DMAP / CH2Cl2 5: Dess-Martin reagent, t-BuOH / CH2Cl2 6: Zn, TiCl4 / tetrahydrofuran; CH2Cl2 7: 92 percent / aq. HCl / tetrahydrofuran; methanol / 55 °C 8: 89 percent / BCl3 / CH2Cl2 / -78 °C View Scheme
参考文献
Bisacchi; Chao; Bachard; Daris; Innaimo; Jacobs; Kocy; Lapointe; Martel; Merchant; Slusarchyk; Sundeen; Young; Colonno; Zahler
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 2 p. 127 - 132
反应条件
1: VO(acac)2, t-BuOOH / CH2Cl2 2: NaH, Bu4NI / dimethylformamide 3: 60 percent / LiH / dimethylformamide / 2 h / 125 °C View Scheme
参考文献
Bisacchi; Chao; Bachard; Daris; Innaimo; Jacobs; Kocy; Lapointe; Martel; Merchant; Slusarchyk; Sundeen; Young; Colonno; Zahler
Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 2 p. 127 - 132