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Synthesis of C9‐C13 and C15‐C21 Subunits of Discodermolide
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-06-04 , DOI: 10.1002/ajoc.202000294
Debjani Si 1 , Krishna P. Kaliappan 1
Affiliation  

A new synthetic strategy for the construction of two polypropionate subunits of discodermolide, a highly potent anticancer natural product, is reported. The strategy relies on two key reactions: a Shimizu non‐aldol reaction, a stereoselective hydrogenolysis of alkenyl epoxides, to generate the syn hydroxy‐methyl moiety and a NaBH4‐BF3.OEt2 mediated hydride addition reaction. By utilizing this strategy, two different fragments of discodermolide, C9‐C13 subunit and C15‐C21 subunit have been successfully synthesized.

中文翻译:

Discodermolide C9-C13和C15-C21亚基的合成

报道了一种新的合成策略,用于构建discodermolide的两个聚丙酸酯亚基,这是一种高效的抗癌天然产物。的策略依赖于两个关键反应:一个清水非醛醇缩合反应,烯基环氧化物的立体选择性氢解,以生成顺式羟基-甲基部分和加入NaBH 4 -BF 3 .OEt 2介导的氢化加成反应。通过使用该策略,成功合成了二个编码异构体的不同片段,C9-C13亚基和C15-C21亚基。
更新日期:2020-08-08
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