A short synthesis of camptothecin via a 2-fluoro-1,4-dihydropyridine

被引:33
作者
Bennasar, ML [1 ]
Juan, C [1 ]
Bosch, J [1 ]
机构
[1] Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain
关键词
D O I
10.1039/b007814j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Addition of the enolate derived from isopropyl alpha-(methylsulfanyl)butyrate to N-(quinolylmethyl)-2-fluoro-pyridinium triflate 7, followed by oxidation-hydrolysis of the resultant 2-fluoro-1,4-dihydropyridine 8b afforded pyridone 9b, from which 20-deoxycamptothecin (11), a known precursor of camptothecin, was synthesized by a radical cyclization-desulfurization, with subsequent elaboration of the lactone E ring by chemoselective reduction.
引用
收藏
页码:2459 / 2460
页数:2
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