ortho-Formylation of estrogens. Synthesis of the anti-cancer agent 2-methoxyestradiol

被引：18
作者：
Akselsen, Oyvind W. [1 ]
Hansen, Trond Vidar [1 ]
机构：
[1] Univ Oslo, Sch Pharm, Dept Pharmaceut Chem, N-0316 Oslo, Norway
来源：
TETRAHEDRON | 2011年 / 67卷 / 40期
关键词：
ortho-Formylation; Estrogens; 2-Methoxyestradiol; ONE-POT SYNTHESIS; INHIBITS TUBULIN POLYMERIZATION; ENDOGENOUS MAMMALIAN METABOLITE; METAL PHENOXIDES; PROTECTING GROUP; A-RING; ESTRONE; ESTRADIOL; VERSATILE; PHENOLS;
D O I：
10.1016/j.tet.2011.08.005
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Several estrogens were mono-formylated using a mixture of paraformaldehyde. MgCl2, and Et3N in refluxing THF. In all cases, the 2-isomer was formed as the major product with high regioselectivity compared to the 4-isomer. Excellent to high yields were obtained in all examples except one. The method was applied for an efficient synthesis of the anti-cancer agent 2-methoxyestradiol. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7738 / 7742
页数：5
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