📜2,3-二甲氧基苯硼酸置于(1,1'-Bis(Diphenylphosphino)Ferrocene)Palladium(II) Dichloride,三氟代氧化钒(V),叔丁基锂,Sodium Carbonate,三氟乙酸,三氟乙酸酐,Lithium Chloride体系中,用 四氢呋喃,乙二醇二甲醚,二氯甲烷,水,乙酸乙酯 作为反应溶剂,化学反应 19.17H,反应生成 娃兒藤鹼 参考文献:Synthesis Of Tylocrebrine And Related Phenanthroindolizidines By Vof3-Mediated Oxidative Aryl-Alkene Coupling 标题:Synthesis Of Tylocrebrine And Related Phenanthroindolizidines By Vof3-Mediated Oxidative Aryl-Alkene Coupling 摘要:A Highly Convergent Strategy To Prepare Phenanthroindolizidines Is Reported Involving Three Consecutive C-C Coupling Reactions. This Sequence Features A Novel Vof3-Mediated Aryl-Alkene Coupling In The Final Step,Which Enables Regioselective Preparation Of C5-Substituted Phenanthroindolizidines For The First Time. This Strategy Has Been Applied To The Synthesis Of Eight Natural And Unnatural Members In This Class To Investigate The Scope Of This Chemistry And To Explore Structure-Activity Relationships. DOI:10.1021/ol1023954
1: Kirtane AR, Wong HL, Guru BR, Lis LG, Georg GI, Gurvich VJ, Panyam J. Reformulating Tylocrebrine in Epidermal Growth Factor Receptor Targeted Polymeric Nanoparticles Improves Its Therapeutic Index. Mol Pharm. 2015 Aug 3;12(8):2912-23. doi: 10.1021/acs.molpharmaceut.5b00173. 2: Zheng Y, Liu Y, Wang Q. Collective asymmetric synthesis of (-)-antofine, (-)-cryptopleurine, (-)-tylophorine, and (-)-tylocrebrine with tert-butanesulfinamide as a chiral auxiliary. J Org Chem. 2014 Apr 18;79(8):3348-57. doi: 10.1021/jo500013e. doi: 10.1021/ol1023954.
合成参考文献
摘要:Progress Report Submitted to the National Cancer Institute by Charles Pfizer & Co., -(77), 1964