Total synthesis of aristolactams via a one-pot suzuki-miyaura coupling/aldol condensation cascade reaction

Total synthesis of aristolactams via a one-pot suzuki-miyaura coupling/aldol condensation cascade reaction
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DOI:
10.1021/ol801291k
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发表时间:
2008-08-21
期刊:
影响因子:
5.2
通讯作者:
Heo, Jung-Nyoung
Heo, Jung-Nyoung
中科院分区:
化学1区
文献类型:
--
作者:
Kim, Joa Kyum;Kim, Young Ha;Heo, Jung-Nyoung

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以异吲哚-1- 1与2-甲酰苯基硼酸为原料,采用Suzuki-Miyaura偶联/醛醇缩合级联反应,直接一锅法合成了菲内酰胺。该方法可有效生产多种天然马兜铃内酰胺,如马兜铃内酰胺BII(头孢烷酮B)、马兜铃内酰胺BIII、马兜铃内酰胺FI(胡椒内酰胺a)、n -甲基胡椒内酰胺a和蛇耳内酰胺。
A direct one-pot synthesis of phenanthrene lactams, which employs a Suzuki-Miyaura coupling/aldol condensation cascade reaction of isoindolin-1-one with 2-formyl phenyl boronic acid, has been developed. The approach is used to efficiently produce a number of natural aristolactams, such as aristolactam BII (cepharanone B), aristolactam BIII, aristolactam FI (piperolactam A), N-methyl piperolactam A, and sauristolactam.