Total synthesis of 7-deoxypancratistatin-1-carboxaldehyde and carboxylic acid via solvent-free intramolecular aziridine opening: Phenanthrene to phenanthridone cyclization strategy

Total synthesis of 7-deoxypancratistatin-1-carboxaldehyde and carboxylic acid via solvent-free intramolecular aziridine opening: Phenanthrene to phenanthridone cyclization strategy
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DOI:
10.1021/ol702440f
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发表时间:
2008-02-07
期刊:
影响因子:
5.2
通讯作者:
Hudlicky, Tomas
Hudlicky, Tomas
中科院分区:
化学1区
文献类型:
--
作者:
Collins, Jonathan;Drouin, Melissa;Hudlicky, Tomas

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固相硅胶催化氮吡啶6的开孔产生了菲7,菲7的氧化裂解、再循环和进一步细化为7-脱氧葡萄树汀的C-1醛和羧酸衍生物提供了潜在的类似物合成。
Solid-state silica-gel-catalyzed opening of aziridine 6 provided phenanthrene 7, whose oxidative cleavage, recyclization, and further elaboration furnished the C-1 aldehyde and carboxylic acid derivatives of 7-deoxypancratistatin for potential analogue synthesis.