Novel Total Synthesis of Mansouramycin B  

Novel Total Synthesis of Mansouramycin B

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作  者:Yi Zhang Xiaoxin Shi Tianzhuo Meng Qiqi Fan Xia Lu 

机构地区:[1]Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China

出  处:《Chinese Journal of Chemistry》2016年第7期683-688,共6页中国化学(英文版)

基  金:the National Natural Science Foundation of China (No. 20972048) for the financial support of this work.

摘  要:A novel total synthesis of Mansouramycin B (1) was performed via 10 steps in 28% overall yield starting from the readily available and cheap salicylaldehyde. Two key steps of this total synthesis are noteworthy. The first one is base-promoted one-pot aerobic aromatization of N-tosyltetrahydroisoquinoline 6, the second one is oxidation of 5-hydroxy-3-methyl-isoquinoline 8 with iodobenzene diacetate [PhI(OAc)2].A novel total synthesis of Mansouramycin B (1) was performed via 10 steps in 28% overall yield starting from the readily available and cheap salicylaldehyde. Two key steps of this total synthesis are noteworthy. The first one is base-promoted one-pot aerobic aromatization of N-tosyltetrahydroisoquinoline 6, the second one is oxidation of 5-hydroxy-3-methyl-isoquinoline 8 with iodobenzene diacetate [PhI(OAc)2].

关 键 词:Mansouramycin B total synthesis ISOQUINOLINE QUINONE ALKALOID SALICYLALDEHYDE 

分 类 号:O[理学]

 

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